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

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

data_ih212c
_database_code_depnum_ccdc_archive 'CCDC 1443632'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-10-02
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B F4, C27 H30 N3 O2'
_chemical_formula_sum            'C27 H30 B F4 N3 O2'
_chemical_formula_weight         515.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H30 B1 F4 N3 O2'
_chemical_oxdiff_usercomment     'C20 '
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'
B B 0.0090 0.0039 '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'

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

_cell_length_a                   7.8922(4)
_cell_length_b                   12.0779(7)
_cell_length_c                   13.8862(7)
_cell_angle_alpha                67.020(5)
_cell_angle_beta                 84.303(4)
_cell_angle_gamma                85.759(4)
_cell_volume                     1211.69(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7631
_cell_measurement_temperature    180.00(14)
_cell_measurement_theta_max      73.4370
_cell_measurement_theta_min      4.1070
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.926
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.1245
_exptl_crystal_size_mid          0.1109
_exptl_crystal_size_min          0.0131
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15168
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.395
_diffrn_reflns_theta_min         3.467
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -69.00    6.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365   57.0000    0.0000 75

#__ type_ start__ end____ width___ exp.time_
  2 omega   61.00  131.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       38.9365  178.0000 -180.0000 70

#__ type_ start__ end____ width___ exp.time_
  3 omega   84.00  138.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -60.0000 54

#__ type_ start__ end____ width___ exp.time_
  4 omega  101.00  177.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   30.0000  -90.0000 76

#__ type_ start__ end____ width___ exp.time_
  5 omega  134.00  171.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   45.0000 -180.0000 37

#__ type_ start__ end____ width___ exp.time_
  6 omega   80.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   45.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   46.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -30.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   35.00  136.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -77.0000  -90.0000 101

#__ type_ start__ end____ width___ exp.time_
  9 omega   84.00  116.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000  -60.0000 32

#__ type_ start__ end____ width___ exp.time_
 10 omega   61.00   93.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -45.0000   30.0000 32

#__ type_ start__ end____ width___ exp.time_
 11 omega   47.00  103.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000   90.0000 56

#__ type_ start__ end____ width___ exp.time_
 12 omega   44.00   88.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -30.0000  150.0000 44

#__ type_ start__ end____ width___ exp.time_
 13 omega   27.00   98.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000  150.0000 71

#__ type_ start__ end____ width___ exp.time_
 14 omega   33.00   80.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -30.0000    0.0000 47

#__ type_ start__ end____ width___ exp.time_
 15 omega   31.00   70.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000  -60.0000 39

#__ type_ start__ end____ width___ exp.time_
 16 omega   24.00   99.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000 -150.0000 75

#__ type_ start__ end____ width___ exp.time_
 17 omega    8.00   83.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       38.9365  -99.0000 -180.0000 75

#__ type_ start__ end____ width___ exp.time_
 18 omega   80.00  159.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -30.0000 79

#__ type_ start__ end____ width___ exp.time_
 19 omega -116.00  -23.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -38.0000 -150.0000 93

#__ type_ start__ end____ width___ exp.time_
 20 omega -113.00  -88.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 21 omega -123.00  -83.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000 -120.0000 40

#__ type_ start__ end____ width___ exp.time_
 22 omega -120.00  -85.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
 23 omega  -33.00   -6.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -57.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
 24 omega -101.00  -37.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -57.0000  -30.0000 64

#__ type_ start__ end____ width___ exp.time_
 25 omega -117.00  -73.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -38.0000  120.0000 44

#__ type_ start__ end____ width___ exp.time_
 26 omega  -67.00  -21.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -38.0000  120.0000 46

#__ type_ start__ end____ width___ exp.time_
 27 omega   -3.00   22.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   95.0000 -126.7582 25

#__ type_ start__ end____ width___ exp.time_
 28 omega    4.00   29.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   89.0000   74.3767 25

#__ type_ start__ end____ width___ exp.time_
 29 omega    9.00   34.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   86.0000  -29.1239 25

#__ type_ start__ end____ width___ exp.time_
 30 omega   19.00   44.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000  126.9793 25

#__ type_ start__ end____ width___ exp.time_
 31 omega   19.00   44.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   80.0000 -156.1566 25

#__ type_ start__ end____ width___ exp.time_
 32 omega   19.00   44.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000   15.0239 25

#__ type_ start__ end____ width___ exp.time_
 33 omega   19.00   44.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000  104.7121 25

#__ type_ start__ end____ width___ exp.time_
 34 omega   19.00   46.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   80.0000  -21.2220 27

#__ type_ start__ end____ width___ exp.time_
 35 omega   26.00   51.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   75.0000   13.6535 25

#__ type_ start__ end____ width___ exp.time_
 36 omega   30.00   83.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   75.0000  -79.2673 53

#__ type_ start__ end____ width___ exp.time_
 37 omega   78.00  137.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   75.0000   13.6535 59

#__ type_ start__ end____ width___ exp.time_
 38 omega   92.00  144.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000   41.8394 52

#__ type_ start__ end____ width___ exp.time_
 39 omega   31.00   59.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  168.8353 28

#__ type_ start__ end____ width___ exp.time_
 40 omega   31.00   68.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000   41.8394 37

#__ type_ start__ end____ width___ exp.time_
 41 omega   28.00   70.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000 -101.0912 42

#__ type_ start__ end____ width___ exp.time_
 42 omega   32.00   58.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000  108.5172 26

#__ type_ start__ end____ width___ exp.time_
 43 omega   32.00   58.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000 -140.1656 26

#__ type_ start__ end____ width___ exp.time_
 44 omega   36.00   90.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   76.0000  138.2342 54

#__ type_ start__ end____ width___ exp.time_
 45 omega   78.00  131.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
 46 omega   74.00  100.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 47 omega   79.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
 48 omega  112.00  164.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
 49 omega   75.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  120.0000 31

#__ type_ start__ end____ width___ exp.time_
 50 omega  128.00  172.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -60.0000 44

#__ type_ start__ end____ width___ exp.time_
 51 omega   74.00  100.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 52 omega   77.00  103.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 53 omega   77.00  103.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 54 omega  106.00  137.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  150.0000 31

#__ type_ start__ end____ width___ exp.time_
 55 omega   78.00  105.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  150.0000 27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0152973000
_diffrn_orient_matrix_UB_12      -0.0681516000
_diffrn_orient_matrix_UB_13      0.1200226000
_diffrn_orient_matrix_UB_21      -0.1808636000
_diffrn_orient_matrix_UB_22      -0.0360882000
_diffrn_orient_matrix_UB_23      -0.0055447000
_diffrn_orient_matrix_UB_31      0.0747608000
_diffrn_orient_matrix_UB_32      -0.1151886000
_diffrn_orient_matrix_UB_33      -0.0131948000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3681
_reflns_number_total             4747
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4747
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0410P)²+0.6270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0977
_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.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C25(H25A,H25B), C11(H11A,H11B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C29(H29), C16(H16), C28(H28), C30(H30), C17(H17), C5(H5)
2.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C1(H1A,H1B,H1C), C26(H26A,H26B,H26C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F3 F 0.15467(15) 0.58135(11) 0.34406(10) 0.0469(3) Uani 1 1 d . . . . .
F2 F 0.43966(15) 0.54750(10) 0.33628(9) 0.0483(3) Uani 1 1 d . . . . .
F4 F 0.29441(18) 0.58223(12) 0.19421(9) 0.0527(3) Uani 1 1 d . . . . .
F1 F 0.32695(17) 0.73409(10) 0.24747(9) 0.0487(3) Uani 1 1 d . . . . .
B1 B 0.3049(3) 0.61210(18) 0.27956(15) 0.0290(4) Uani 1 1 d . . . . .
O32 O 0.02367(15) 0.72103(10) 0.78715(9) 0.0278(3) Uani 1 1 d . . . . .
O2 O 0.37057(16) 0.69747(10) 0.80035(9) 0.0300(3) Uani 1 1 d . . . . .
N23 N 0.27974(16) 0.94479(12) 0.44812(10) 0.0209(3) Uani 1 1 d . . . . .
N9 N 0.22692(17) 1.10924(12) 0.71760(10) 0.0231(3) Uani 1 1 d . . . . .
N15 N 0.3327(2) 1.34191(14) 0.55683(13) 0.0338(4) Uani 1 1 d . . . . .
H15A H 0.388(3) 1.332(2) 0.612(2) 0.052(7) Uiso 1 1 d . . . . .
H15B H 0.372(3) 1.405(2) 0.501(2) 0.056(7) Uiso 1 1 d . . . . .
C4 C 0.3153(2) 0.76368(17) 0.94413(13) 0.0329(4) Uani 1 1 d . . . . .
H4 H 0.3473 0.6875 0.9950 0.040 Uiso 1 1 calc R . . . .
C33 C -0.0840(3) 0.62694(18) 0.85295(15) 0.0409(5) Uani 1 1 d . . . . .
H33A H -0.1787 0.6227 0.8141 0.061 Uiso 1 1 calc GR . . . .
H33B H -0.1290 0.6432 0.9147 0.061 Uiso 1 1 calc GR . . . .
H33C H -0.0183 0.5502 0.8754 0.061 Uiso 1 1 calc GR . . . .
C14 C 0.3137(2) 1.24076(14) 0.53493(13) 0.0241(3) Uani 1 1 d . . . . .
C10 C 0.1356(2) 1.20430(16) 0.74852(14) 0.0299(4) Uani 1 1 d . . . . .
H10A H 0.0361 1.1683 0.7973 0.036 Uiso 1 1 calc R . . . .
H10B H 0.0914 1.2677 0.6850 0.036 Uiso 1 1 calc R . . . .
C21 C 0.17865(19) 0.82260(14) 0.62568(12) 0.0205(3) Uani 1 1 d . . . . .
C3 C 0.3151(2) 0.78113(15) 0.84020(12) 0.0258(3) Uani 1 1 d . . . . .
C7 C 0.2418(2) 0.99432(15) 0.79352(12) 0.0244(3) Uani 1 1 d . . . . .
C6 C 0.2334(2) 0.97406(17) 0.90114(13) 0.0329(4) Uani 1 1 d . . . . .
H6 H 0.2044 1.0386 0.9234 0.039 Uiso 1 1 calc R . . . .
C29 C 0.1103(2) 0.64252(15) 0.55707(13) 0.0303(4) Uani 1 1 d . . . . .
H29 H 0.0955 0.5783 0.5358 0.036 Uiso 1 1 calc R . . . .
C31 C 0.0863(2) 0.71866(14) 0.69285(12) 0.0233(3) Uani 1 1 d . . . . .
C18 C 0.28330(19) 1.04402(14) 0.47388(12) 0.0210(3) Uani 1 1 d . . . . .
C25 C 0.1908(2) 1.00367(15) 0.26660(12) 0.0267(4) Uani 1 1 d . . . . .
H25A H 0.1068 0.9402 0.2852 0.032 Uiso 1 1 calc R . . . .
H25B H 0.1319 1.0746 0.2757 0.032 Uiso 1 1 calc R . . . .
C11 C 0.2405(3) 1.26410(19) 0.80067(16) 0.0408(5) Uani 1 1 d . . . . .
H11A H 0.3358 1.2086 0.8338 0.049 Uiso 1 1 calc R . . . .
H11B H 0.2897 1.3379 0.7466 0.049 Uiso 1 1 calc R . . . .
C20 C 0.23166(19) 0.91205(14) 0.65852(11) 0.0199(3) Uani 1 1 d . . . . .
C19 C 0.25766(18) 1.02859(14) 0.58167(11) 0.0201(3) Uani 1 1 d . . . . .
C13 C 0.26632(19) 1.12876(14) 0.61160(12) 0.0214(3) Uani 1 1 d . . . . .
C16 C 0.3389(2) 1.25074(15) 0.43070(13) 0.0280(4) Uani 1 1 d . . . . .
H16 H 0.3692 1.3266 0.3784 0.034 Uiso 1 1 calc R . . . .
C27 C 0.21412(19) 0.83820(14) 0.51865(12) 0.0211(3) Uani 1 1 d . . . . .
C28 C 0.1842(2) 0.74487(15) 0.48638(13) 0.0267(4) Uani 1 1 d . . . . .
H28 H 0.2149 0.7528 0.4162 0.032 Uiso 1 1 calc R . . . .
C1 C 0.4044(3) 0.57775(17) 0.87188(15) 0.0434(5) Uani 1 1 d . . . . .
H1A H 0.4305 0.5254 0.8330 0.065 Uiso 1 1 calc GR . . . .
H1B H 0.3040 0.5491 0.9209 0.065 Uiso 1 1 calc GR . . . .
H1C H 0.5018 0.5763 0.9110 0.065 Uiso 1 1 calc GR . . . .
C30 C 0.0558(2) 0.62985(15) 0.66006(13) 0.0282(4) Uani 1 1 d . . . . .
H30 H -0.0016 0.5602 0.7064 0.034 Uiso 1 1 calc R . . . .
C26 C 0.2588(3) 1.03811(19) 0.15298(14) 0.0418(5) Uani 1 1 d . . . . .
H26A H 0.1633 1.0604 0.1081 0.063 Uiso 1 1 calc GR . . . .
H26B H 0.3241 0.9696 0.1450 0.063 Uiso 1 1 calc GR . . . .
H26C H 0.3328 1.1066 0.1324 0.063 Uiso 1 1 calc GR . . . .
C12 C 0.1320(3) 1.29636(19) 0.88300(16) 0.0444(5) Uani 1 1 d . . . . .
H12A H 0.0354 1.3491 0.8508 0.067 Uiso 1 1 calc GR . . . .
H12B H 0.2008 1.3381 0.9124 0.067 Uiso 1 1 calc GR . . . .
H12C H 0.0895 1.2228 0.9391 0.067 Uiso 1 1 calc GR . . . .
C8 C 0.26275(19) 0.89420(14) 0.76421(11) 0.0222(3) Uani 1 1 d . . . . .
C24 C 0.3346(2) 0.95799(15) 0.33962(11) 0.0223(3) Uani 1 1 d . . . . .
H24A H 0.3792 0.8791 0.3399 0.027 Uiso 1 1 calc R . . . .
H24B H 0.4286 1.0148 0.3124 0.027 Uiso 1 1 calc R . . . .
C17 C 0.3225(2) 1.15795(14) 0.39930(12) 0.0255(3) Uani 1 1 d . . . . .
H17 H 0.3377 1.1711 0.3270 0.031 Uiso 1 1 calc R . . . .
C5 C 0.2675(3) 0.86075(18) 0.97325(13) 0.0370(4) Uani 1 1 d . . . . .
H5 H 0.2583 0.8477 1.0456 0.044 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
F3 B1 1.393(2) . ?
F2 B1 1.387(2) . ?
F4 B1 1.378(2) . ?
F1 B1 1.382(2) . ?
O32 C33 1.423(2) . ?
O32 C31 1.3632(19) . ?
O2 C3 1.357(2) . ?
O2 C1 1.422(2) . ?
N23 C18 1.381(2) . ?
N23 C27 1.3778(19) . ?
N23 C24 1.4752(19) . ?
N9 C10 1.491(2) . ?
N9 C7 1.382(2) . ?
N9 C13 1.403(2) . ?
N15 H15A 0.89(3) . ?
N15 H15B 0.90(3) . ?
N15 C14 1.391(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.375(2) . ?
C4 C5 1.398(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C14 C13 1.405(2) . ?
C14 C16 1.400(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.532(2) . ?
C21 C31 1.437(2) . ?
C21 C20 1.428(2) . ?
C21 C27 1.425(2) . ?
C3 C8 1.424(2) . ?
C7 C6 1.412(2) . ?
C7 C8 1.413(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.370(3) . ?
C29 H29 0.9500 . ?
C29 C28 1.370(2) . ?
C29 C30 1.404(2) . ?
C31 C30 1.363(2) . ?
C18 C19 1.430(2) . ?
C18 C17 1.396(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.517(2) . ?
C25 C24 1.523(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.516(3) . ?
C20 C19 1.410(2) . ?
C20 C8 1.441(2) . ?
C19 C13 1.432(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.370(2) . ?
C27 C28 1.408(2) . ?
C28 H28 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C30 H30 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C17 H17 0.9500 . ?
C5 H5 0.9500 . ?

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
F2 B1 F3 108.46(15) . . ?
F4 B1 F3 108.78(16) . . ?
F4 B1 F2 109.72(16) . . ?
F4 B1 F1 110.51(15) . . ?
F1 B1 F3 109.39(16) . . ?
F1 B1 F2 109.95(16) . . ?
C31 O32 C33 117.55(13) . . ?
C3 O2 C1 118.15(14) . . ?
C18 N23 C24 118.39(12) . . ?
C27 N23 C18 121.46(13) . . ?
C27 N23 C24 119.95(13) . . ?
C7 N9 C10 118.15(13) . . ?
C7 N9 C13 119.77(13) . . ?
C13 N9 C10 120.87(14) . . ?
H15A N15 H15B 110(2) . . ?
C14 N15 H15A 117.8(15) . . ?
C14 N15 H15B 113.3(16) . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.43(16) . . ?
C5 C4 H4 120.8 . . ?
O32 C33 H33A 109.5 . . ?
O32 C33 H33B 109.5 . . ?
O32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N15 C14 C13 123.63(15) . . ?
N15 C14 C16 118.72(15) . . ?
C16 C14 C13 117.64(15) . . ?
N9 C10 H10A 108.3 . . ?
N9 C10 H10B 108.3 . . ?
N9 C10 C11 116.07(15) . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
C20 C21 C31 124.35(14) . . ?
C27 C21 C31 117.10(14) . . ?
C27 C21 C20 118.52(14) . . ?
O2 C3 C4 124.36(16) . . ?
O2 C3 C8 114.58(14) . . ?
C4 C3 C8 120.99(16) . . ?
N9 C7 C6 121.24(15) . . ?
N9 C7 C8 120.01(14) . . ?
C6 C7 C8 118.74(15) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 C7 119.56(17) . . ?
C5 C6 H6 120.2 . . ?
C28 C29 H29 119.1 . . ?
C28 C29 C30 121.90(16) . . ?
C30 C29 H29 119.1 . . ?
O32 C31 C21 114.69(14) . . ?
C30 C31 O32 123.74(14) . . ?
C30 C31 C21 121.43(15) . . ?
N23 C18 C19 119.08(13) . . ?
N23 C18 C17 122.41(14) . . ?
C17 C18 C19 118.37(14) . . ?
H25A C25 H25B 108.0 . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
C26 C25 C24 110.96(15) . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 111.27(16) . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C21 C20 C8 125.82(14) . . ?
C19 C20 C21 118.00(13) . . ?
C19 C20 C8 116.18(14) . . ?
C18 C19 C13 120.59(14) . . ?
C20 C19 C18 118.86(14) . . ?
C20 C19 C13 120.48(14) . . ?
N9 C13 C14 123.12(14) . . ?
N9 C13 C19 117.58(13) . . ?
C14 C13 C19 119.30(14) . . ?
C14 C16 H16 117.9 . . ?
C17 C16 C14 124.11(15) . . ?
C17 C16 H16 117.9 . . ?
N23 C27 C21 119.09(14) . . ?
N23 C27 C28 120.85(14) . . ?
C28 C27 C21 120.05(14) . . ?
C29 C28 C27 119.46(15) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.21(15) . . ?
C31 C30 H30 120.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C8 C20 123.34(15) . . ?
C7 C8 C3 118.37(14) . . ?
C7 C8 C20 118.28(14) . . ?
N23 C24 C25 112.69(13) . . ?
N23 C24 H24A 109.1 . . ?
N23 C24 H24B 109.1 . . ?
C25 C24 H24A 109.1 . . ?
C25 C24 H24B 109.1 . . ?
H24A C24 H24B 107.8 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.80(15) . . ?
C16 C17 H17 120.1 . . ?
C4 C5 H5 118.8 . . ?
C6 C5 C4 122.32(16) . . ?
C6 C5 H5 118.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O32 C31 C30 C29 173.00(16) . . . . ?
O2 C3 C8 C7 -165.28(14) . . . . ?
O2 C3 C8 C20 14.1(2) . . . . ?
N23 C18 C19 C20 0.8(2) . . . . ?
N23 C18 C19 C13 177.84(14) . . . . ?
N23 C18 C17 C16 -174.23(15) . . . . ?
N23 C27 C28 C29 -176.49(15) . . . . ?
N9 C10 C11 C12 -145.64(17) . . . . ?
N9 C7 C6 C5 -172.76(16) . . . . ?
N9 C7 C8 C3 166.26(14) . . . . ?
N9 C7 C8 C20 -13.1(2) . . . . ?
N15 C14 C13 N9 2.6(3) . . . . ?
N15 C14 C13 C19 -177.19(15) . . . . ?
N15 C14 C16 C17 -179.46(17) . . . . ?
C4 C3 C8 C7 11.8(2) . . . . ?
C4 C3 C8 C20 -168.89(16) . . . . ?
C33 O32 C31 C21 173.64(15) . . . . ?
C33 O32 C31 C30 -2.1(2) . . . . ?
C14 C16 C17 C18 -2.0(3) . . . . ?
C10 N9 C7 C6 -24.0(2) . . . . ?
C10 N9 C7 C8 154.82(15) . . . . ?
C10 N9 C13 C14 36.2(2) . . . . ?
C10 N9 C13 C19 -143.99(14) . . . . ?
C21 C31 C30 C29 -2.5(3) . . . . ?
C21 C20 C19 C18 -19.5(2) . . . . ?
C21 C20 C19 C13 163.45(14) . . . . ?
C21 C20 C8 C3 27.7(2) . . . . ?
C21 C20 C8 C7 -152.98(15) . . . . ?
C21 C27 C28 C29 4.3(2) . . . . ?
C3 C4 C5 C6 -5.1(3) . . . . ?
C7 N9 C10 C11 82.52(19) . . . . ?
C7 N9 C13 C14 -156.61(15) . . . . ?
C7 N9 C13 C19 23.2(2) . . . . ?
C7 C6 C5 C4 1.8(3) . . . . ?
C6 C7 C8 C3 -14.9(2) . . . . ?
C6 C7 C8 C20 165.76(15) . . . . ?
C31 C21 C20 C19 -155.01(15) . . . . ?
C31 C21 C20 C8 25.4(2) . . . . ?
C31 C21 C27 N23 170.55(14) . . . . ?
C31 C21 C27 C28 -10.3(2) . . . . ?
C18 N23 C27 C21 -11.8(2) . . . . ?
C18 N23 C27 C28 169.01(15) . . . . ?
C18 N23 C24 C25 -86.22(17) . . . . ?
C18 C19 C13 N9 175.17(14) . . . . ?
C18 C19 C13 C14 -5.0(2) . . . . ?
C20 C21 C31 O32 11.5(2) . . . . ?
C20 C21 C31 C30 -172.63(15) . . . . ?
C20 C21 C27 N23 -7.5(2) . . . . ?
C20 C21 C27 C28 171.68(14) . . . . ?
C20 C19 C13 N9 -7.8(2) . . . . ?
C20 C19 C13 C14 171.97(14) . . . . ?
C19 C18 C17 C16 1.4(2) . . . . ?
C19 C20 C8 C3 -151.90(15) . . . . ?
C19 C20 C8 C7 27.5(2) . . . . ?
C13 N9 C10 C11 -110.09(18) . . . . ?
C13 N9 C7 C6 168.42(15) . . . . ?
C13 N9 C7 C8 -12.7(2) . . . . ?
C13 C14 C16 C17 -0.9(3) . . . . ?
C16 C14 C13 N9 -175.84(15) . . . . ?
C16 C14 C13 C19 4.4(2) . . . . ?
C27 N23 C18 C19 15.3(2) . . . . ?
C27 N23 C18 C17 -169.16(15) . . . . ?
C27 N23 C24 C25 88.71(17) . . . . ?
C27 C21 C31 O32 -166.43(14) . . . . ?
C27 C21 C31 C30 9.4(2) . . . . ?
C27 C21 C20 C19 22.9(2) . . . . ?
C27 C21 C20 C8 -156.64(15) . . . . ?
C28 C29 C30 C31 -4.0(3) . . . . ?
C1 O2 C3 C4 11.1(3) . . . . ?
C1 O2 C3 C8 -172.03(15) . . . . ?
C30 C29 C28 C27 3.0(3) . . . . ?
C26 C25 C24 N23 169.40(14) . . . . ?
C8 C7 C6 C5 8.4(3) . . . . ?
C8 C20 C19 C18 160.08(14) . . . . ?
C8 C20 C19 C13 -17.0(2) . . . . ?
C24 N23 C18 C19 -169.87(13) . . . . ?
C24 N23 C18 C17 5.7(2) . . . . ?
C24 N23 C27 C21 173.43(13) . . . . ?
C24 N23 C27 C28 -5.8(2) . . . . ?
C17 C18 C19 C20 -174.94(14) . . . . ?
C17 C18 C19 C13 2.1(2) . . . . ?
C5 C4 C3 O2 174.92(16) . . . . ?
C5 C4 C3 C8 -1.8(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 1 0.0066 -0.0009 0.0054 1.0020 0.1199 -0.0056 -0.0139
0 0 -1 0.0066 0.0009 -0.0054 -1.0020 -0.1199 0.0056 0.0139
0 -2 -1 0.0576 0.0016 -1.9915 -0.9844 0.0176 0.0770 0.2425
0 2 1 0.0576 -0.0016 1.9915 0.9844 -0.0176 -0.0770 -0.2425
1 0 0 0.0555 0.9970 0.0010 0.0066 -0.0145 -0.1804 0.0743
-1 0 0 0.0555 -0.9970 -0.0010 -0.0066 0.0145 0.1804 -0.0743

_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_ih346
_database_code_depnum_ccdc_archive 'CCDC 1443633'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-06-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H29 N2 O3, B F4'
_chemical_formula_sum            'C28 H29 B F4 N2 O3'
_chemical_formula_weight         528.34
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H29 N2 O3'
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'
B B 0.0090 0.0039 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n 21 a'
_space_group_name_Hall           'P -2ac -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, y, -z+1/2'

_cell_length_a                   22.69881(19)
_cell_length_b                   21.08434(17)
_cell_length_c                   10.59460(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5070.46(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    20139
_cell_measurement_temperature    180.00(14)
_cell_measurement_theta_max      73.3440
_cell_measurement_theta_min      3.8690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.919
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            'dark red'
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.4285
_exptl_crystal_size_mid          0.1339
_exptl_crystal_size_min          0.0652
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            38343
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         73.413
_diffrn_reflns_theta_min         3.895
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -60.00    5.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -      -38.9365   77.0000   30.0000 65

#__ type_ start__ end____ width___ exp.time_
  2 omega   21.00   71.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -       38.9365   77.0000   90.0000 50

#__ type_ start__ end____ width___ exp.time_
  3 omega   85.00  177.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000    0.0000 92

#__ type_ start__ end____ width___ exp.time_
  4 omega  118.00  156.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   90.0000 38

#__ type_ start__ end____ width___ exp.time_
  5 omega  129.00  169.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  120.0000 40

#__ type_ start__ end____ width___ exp.time_
  6 omega   79.00  166.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -60.0000 87

#__ type_ start__ end____ width___ exp.time_
  7 omega  107.00  160.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -120.0000 53

#__ type_ start__ end____ width___ exp.time_
  8 omega   75.00  166.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -90.0000 91

#__ type_ start__ end____ width___ exp.time_
  9 omega   74.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
 10 omega  -65.00   45.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -      -38.9365   77.0000 -150.0000 110

#__ type_ start__ end____ width___ exp.time_
 11 omega -117.00  -87.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000   30.0000 30

#__ type_ start__ end____ width___ exp.time_
 12 omega -120.00  -94.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega -121.00  -84.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000 -120.0000 37

#__ type_ start__ end____ width___ exp.time_
 14 omega  -96.00   -8.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -38.0000   60.0000 88

#__ type_ start__ end____ width___ exp.time_
 15 omega -124.00  -80.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000 -180.0000 44

#__ type_ start__ end____ width___ exp.time_
 16 omega   99.00  132.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -       38.9365  178.0000 -150.0000 33

#__ type_ start__ end____ width___ exp.time_
 17 omega   56.00  125.00   1.0000    3.4950
omega____ theta____ kappa____ phi______ frames
    -       38.9365 -178.0000   30.0000 69

#__ type_ start__ end____ width___ exp.time_
 18 omega   77.00  138.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -77.0000 -120.0000 61

#__ type_ start__ end____ width___ exp.time_
 19 omega   46.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 20 omega   28.00   73.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000 -150.0000 45

#__ type_ start__ end____ width___ exp.time_
 21 omega   38.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -30.0000 -180.0000 34

#__ type_ start__ end____ width___ exp.time_
 22 omega  109.00  136.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   45.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 23 omega   67.00  102.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000 -180.0000 35

#__ type_ start__ end____ width___ exp.time_
 24 omega   46.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 25 omega   89.00  116.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
 26 omega   39.00  113.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000  120.0000 74

#__ type_ start__ end____ width___ exp.time_
 27 omega   84.00  109.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 28 omega   52.00   87.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -30.0000  -30.0000 35

#__ type_ start__ end____ width___ exp.time_
 29 omega   58.00  144.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  178.0000  150.0000 86

#__ type_ start__ end____ width___ exp.time_
 30 omega  147.00  174.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  111.0000  -90.0000 27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0290317000
_diffrn_orient_matrix_UB_12      -0.0228415000
_diffrn_orient_matrix_UB_13      -0.1233042000
_diffrn_orient_matrix_UB_21      -0.0396400000
_diffrn_orient_matrix_UB_22      -0.0593068000
_diffrn_orient_matrix_UB_23      0.0006223000
_diffrn_orient_matrix_UB_31      -0.0468212000
_diffrn_orient_matrix_UB_32      0.0360656000
_diffrn_orient_matrix_UB_33      -0.0770407000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.945
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                8670
_reflns_number_total             9318
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 

 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.686
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;

The space-.group is non centrosymmetric but contains symmetry element of the second kind.

 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.5(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     713
_refine_ls_number_reflns         9318
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0510
_refine_ls_restrained_S_all      1.164
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1043P)²+1.0712P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1480
_refine_ls_wR_factor_ref         0.1533
_refine_special_details          
;



One BF4- anion is disordered and was refined using two components 
with restraints on 1-2 and 1-3 distances :
SADI F10B B6 F10 B6 F9B B6 F9 B6
SADI 0.04 F10B F7 F10B F8 F10B F9B F9B F7 F9B F8
SADI 0.04 F10 F7 F10 F8 F10 F9B F9 F7 F9 F8
Restraints were also applied on anisotropic displacement parameters.
RIGU F7 F10B F9B B6 F8
RIGU F9 F10 B6 F7 F8

;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5(2) 0.5(2)
2. 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
3. Restrained distances
 F10B-B6 \\sim F10-B6 \\sim F9B-B6 \\sim F9-B6
 with sigma of 0.02
 F10B-F7 \\sim F10B-F8 \\sim F10B-F9B \\sim F9B-F7 \\sim F9B-F8
 with sigma of 0.04
 F10-F7 \\sim F10-F8 \\sim F10-F9B \\sim F9-F7 \\sim F9-F8
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
F10 \\sim F10B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
5. Rigid body (RIGU) restrains
 F7, F8, B6, F9B, F10B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F7, F8, B6, F9, F10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(F9)=Sof(F10)=1-FVAR(1)
 Sof(F9B)=Sof(F10B)=FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C15(H15A,H15B), C16(H16A,H16B), C31A(H31A,H31B), C10(H10A,
 H10B), C28A(H28A,H28B), C29A(H29A,H29B), C32A(H32A,H32B)
7.b Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C4A(H4A), C5A(H5A), C11(H11), C13(H13), C14(H14), C16A(H16C),
 C17(H17), C18A(H18A), C2AB(H2AB), C4AB(H4AB), C5AB(H5AB), C7(H7), C8(H8),
 C17A(H17A), C25A(H25A), C26A(H26A), C27A(H27A)
7.c Idealised Me refined as rotating group:
 C1A(H1AA,H1AB,H1AC), C19(H19A,H19B,H19C), C22A(H22A,H22B,H22C), C33A(H33A,
 H33B,H33C), C1B(H1BA,H1BB,H1BC), C18(H18B,H18C,H18D), C21A(H21A,H21B,H21C),
 C30A(H30A,H30B,H30C)
;
_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
O1 O 0.37620(12) 0.55043(13) 0.9287(3) 0.0505(6) Uani 1 1 d . . . . .
O1A O 0.51066(13) 0.84770(15) 1.1574(3) 0.0528(6) Uani 1 1 d . . . . .
O20A O 0.44810(12) 0.55830(12) 0.7252(3) 0.0465(6) Uani 1 1 d . . . . .
N9A N 0.50121(13) 0.72868(15) 0.9978(3) 0.0398(6) Uani 1 1 d . . . . .
N15A N 0.33278(12) 0.74669(14) 0.7260(3) 0.0379(6) Uani 1 1 d . . . . .
C1 C 0.41494(14) 0.67109(16) 0.8501(3) 0.0367(6) Uani 1 1 d . . . . .
C1A C 0.5959(3) 0.7105(3) 0.8026(5) 0.0749(14) Uani 1 1 d . . . . .
H1AA H 0.6287 0.6893 0.7595 0.112 Uiso 1 1 calc GR . . . .
H1AB H 0.5909 0.7533 0.7682 0.112 Uiso 1 1 calc GR . . . .
H1AC H 0.5597 0.6861 0.7895 0.112 Uiso 1 1 calc GR . . . .
C2A C 0.48707(16) 0.86937(17) 1.0627(4) 0.0445(8) Uani 1 1 d . . . . .
H2A H 0.4880 0.9142 1.0533 0.053 Uiso 1 1 calc R . . . .
C3 C 0.34084(15) 0.68545(17) 0.6844(3) 0.0390(7) Uani 1 1 d . . . . .
C3A C 0.45753(15) 0.83348(16) 0.9625(3) 0.0394(7) Uani 1 1 d . . . . .
C4 C 0.44361(15) 0.63518(16) 0.9478(3) 0.0386(7) Uani 1 1 d . . . . .
C4A C 0.41722(16) 0.86878(16) 0.8916(4) 0.0426(7) Uani 1 1 d . . . . .
H4A H 0.4183 0.9137 0.8984 0.051 Uiso 1 1 calc R . . . .
C5 C 0.48852(15) 0.66523(18) 1.0188(3) 0.0405(7) Uani 1 1 d . . . . .
C5A C 0.37605(16) 0.84200(17) 0.8126(3) 0.0416(7) Uani 1 1 d . . . . .
H5A H 0.3490 0.8681 0.7679 0.050 Uiso 1 1 calc R . . . .
C6 C 0.38482(15) 0.64668(16) 0.7420(3) 0.0376(7) Uani 1 1 d . . . . .
C6A C 0.37434(15) 0.77642(16) 0.7988(3) 0.0377(7) Uani 1 1 d . . . . .
C7A C 0.41600(14) 0.73747(15) 0.8644(3) 0.0356(6) Uani 1 1 d . . . . .
C8A C 0.45903(14) 0.76722(16) 0.9456(3) 0.0365(6) Uani 1 1 d . . . . .
C9 C 0.42570(16) 0.57291(17) 0.9860(4) 0.0435(8) Uani 1 1 d . . . . .
C11 C 0.50186(19) 0.5708(2) 1.1403(4) 0.0533(9) Uani 1 1 d . . . . .
H11 H 0.5223 0.5481 1.2042 0.064 Uiso 1 1 calc R . . . .
C12 C 0.28789(16) 0.82154(19) 0.5671(3) 0.0440(8) Uani 1 1 d . . . . .
H12A H 0.3279 0.8402 0.5653 0.053 Uiso 1 1 calc R . . . .
H12B H 0.2839 0.7930 0.4933 0.053 Uiso 1 1 calc R . . . .
C13 C 0.31898(19) 0.6034(2) 0.5356(4) 0.0544(9) Uani 1 1 d . . . . .
H13 H 0.2953 0.5873 0.4689 0.065 Uiso 1 1 calc R . . . .
C14 C 0.52004(18) 0.6317(2) 1.1113(4) 0.0472(8) Uani 1 1 d . . . . .
H14 H 0.5529 0.6503 1.1528 0.057 Uiso 1 1 calc R . . . .
C15 C 0.60889(19) 0.7146(2) 0.9414(5) 0.0566(10) Uani 1 1 d . . . . .
H15A H 0.6479 0.7348 0.9532 0.068 Uiso 1 1 calc R . . . .
H15B H 0.6111 0.6712 0.9766 0.068 Uiso 1 1 calc R . . . .
C16 C 0.56282(15) 0.7523(2) 1.0146(4) 0.0477(8) Uani 1 1 d . . . . .
H16A H 0.5729 0.7510 1.1054 0.057 Uiso 1 1 calc R . . . .
H16B H 0.5646 0.7972 0.9872 0.057 Uiso 1 1 calc R . . . .
C16A C 0.30618(16) 0.6614(2) 0.5842(4) 0.0472(8) Uani 1 1 d . . . . .
H16C H 0.2744 0.6856 0.5512 0.057 Uiso 1 1 calc R . . . .
C17 C 0.45489(19) 0.5414(2) 1.0796(4) 0.0529(9) Uani 1 1 d . . . . .
H17 H 0.4432 0.4998 1.1032 0.064 Uiso 1 1 calc R . . . .
C18A C 0.36605(18) 0.5661(2) 0.5804(4) 0.0527(9) Uani 1 1 d . . . . .
H18A H 0.3752 0.5268 0.5413 0.063 Uiso 1 1 calc R . . . .
C19 C 0.4633(2) 0.4985(2) 0.6712(6) 0.0675(13) Uani 1 1 d . . . . .
H19A H 0.4666 0.5029 0.5794 0.101 Uiso 1 1 calc GR . . . .
H19B H 0.4328 0.4673 0.6915 0.101 Uiso 1 1 calc GR . . . .
H19C H 0.5012 0.4843 0.7057 0.101 Uiso 1 1 calc GR . . . .
C19A C 0.39879(16) 0.58742(17) 0.6821(4) 0.0428(7) Uani 1 1 d . . . . .
C22A C 0.3593(2) 0.4871(2) 0.9565(7) 0.0768(16) Uani 1 1 d . . . . .
H22A H 0.3284 0.4737 0.8978 0.115 Uiso 1 1 calc GR . . . .
H22B H 0.3444 0.4848 1.0432 0.115 Uiso 1 1 calc GR . . . .
H22C H 0.3935 0.4591 0.9477 0.115 Uiso 1 1 calc GR . . . .
C31A C 0.27990(15) 0.78307(18) 0.6894(3) 0.0418(7) Uani 1 1 d . . . . .
H31A H 0.2696 0.8125 0.7588 0.050 Uiso 1 1 calc R . . . .
H31B H 0.2466 0.7533 0.6782 0.050 Uiso 1 1 calc R . . . .
C33A C 0.2422(2) 0.8742(2) 0.5586(4) 0.0563(10) Uani 1 1 d . . . . .
H33A H 0.2493 0.8995 0.4825 0.084 Uiso 1 1 calc GR . . . .
H33B H 0.2451 0.9014 0.6332 0.084 Uiso 1 1 calc GR . . . .
H33C H 0.2027 0.8555 0.5545 0.084 Uiso 1 1 calc GR . . . .
O1AB O 0.74658(13) 0.18572(14) 1.0921(2) 0.0502(6) Uani 1 1 d . . . . .
O2 O 0.69288(11) 0.47612(12) 0.6731(3) 0.0438(5) Uani 1 1 d . . . . .
O23A O 0.62000(11) 0.47999(12) 0.8752(3) 0.0431(6) Uani 1 1 d . . . . .
N1 N 0.57597(11) 0.28958(15) 0.6541(3) 0.0367(6) Uani 1 1 d . . . . .
N9AB N 0.74383(12) 0.30143(14) 0.9294(3) 0.0357(6) Uani 1 1 d . . . . .
C1B C 0.4774(2) 0.1692(3) 0.4852(5) 0.0743(15) Uani 1 1 d . . . . .
H1BA H 0.4811 0.1375 0.5523 0.111 Uiso 1 1 calc GR . . . .
H1BB H 0.4791 0.1481 0.4028 0.111 Uiso 1 1 calc GR . . . .
H1BC H 0.4398 0.1915 0.4938 0.111 Uiso 1 1 calc GR . . . .
C2 C 0.64476(15) 0.44820(17) 0.6231(3) 0.0403(7) Uani 1 1 d . . . . .
C2AB C 0.72409(16) 0.16329(18) 0.9987(3) 0.0434(8) Uani 1 1 d . . . . .
H2AB H 0.7238 0.1183 0.9929 0.052 Uiso 1 1 calc R . . . .
C3AB C 0.69707(14) 0.19828(16) 0.8930(3) 0.0367(7) Uani 1 1 d . . . . .
C4AB C 0.65665(15) 0.16417(16) 0.8201(3) 0.0401(7) Uani 1 1 d . . . . .
H4AB H 0.6568 0.1192 0.8267 0.048 Uiso 1 1 calc R . . . .
C5AB C 0.61689(15) 0.19164(16) 0.7398(3) 0.0399(7) Uani 1 1 d . . . . .
H5AB H 0.5898 0.1663 0.6937 0.048 Uiso 1 1 calc R . . . .
C6AB C 0.61689(13) 0.25815(15) 0.7269(3) 0.0330(6) Uani 1 1 d . . . . .
C7 C 0.61411(18) 0.4713(2) 0.5212(4) 0.0500(9) Uani 1 1 d . . . . .
H7 H 0.6242 0.5112 0.4856 0.060 Uiso 1 1 calc R . . . .
C7AB C 0.65856(12) 0.29525(15) 0.7961(3) 0.0307(6) Uani 1 1 d . . . . .
C8 C 0.55307(16) 0.3773(2) 0.5147(4) 0.0461(8) Uani 1 1 d . . . . .
H8 H 0.5214 0.3544 0.4778 0.055 Uiso 1 1 calc R . . . .
C8AB C 0.70044(13) 0.26471(15) 0.8763(3) 0.0327(6) Uani 1 1 d . . . . .
C10 C 0.52230(14) 0.2553(2) 0.6164(3) 0.0427(8) Uani 1 1 d . . . . .
H10A H 0.4901 0.2865 0.6055 0.051 Uiso 1 1 calc R . . . .
H10B H 0.5108 0.2265 0.6860 0.051 Uiso 1 1 calc R . . . .
C10A C 0.73310(14) 0.36475(15) 0.9512(3) 0.0351(6) Uani 1 1 d . . . . .
C11A C 0.68712(14) 0.39581(15) 0.8847(3) 0.0338(6) Uani 1 1 d . . . . .
C12A C 0.65813(12) 0.36174(15) 0.7854(3) 0.0306(6) Uani 1 1 d . . . . .
C13A C 0.62897(13) 0.38841(16) 0.6779(3) 0.0350(6) Uani 1 1 d . . . . .
C14A C 0.58534(13) 0.35135(17) 0.6162(3) 0.0357(6) Uani 1 1 d . . . . .
C17A C 0.56815(17) 0.4359(2) 0.4705(4) 0.0518(9) Uani 1 1 d . . . . .
H17A H 0.5463 0.4532 0.4022 0.062 Uiso 1 1 calc R . . . .
C18 C 0.6060(2) 0.5448(2) 0.8992(5) 0.0612(11) Uani 1 1 d . . . . .
H18B H 0.6019 0.5514 0.9903 0.092 Uiso 1 1 calc GR . . . .
H18C H 0.5689 0.5556 0.8571 0.092 Uiso 1 1 calc GR . . . .
H18D H 0.6376 0.5719 0.8667 0.092 Uiso 1 1 calc GR . . . .
C21A C 0.7081(2) 0.5378(2) 0.6278(5) 0.0620(11) Uani 1 1 d . . . . .
H21A H 0.7428 0.5534 0.6733 0.093 Uiso 1 1 calc GR . . . .
H21B H 0.6750 0.5669 0.6416 0.093 Uiso 1 1 calc GR . . . .
H21C H 0.7169 0.5356 0.5373 0.093 Uiso 1 1 calc GR . . . .
C24A C 0.67115(15) 0.45778(16) 0.9248(3) 0.0377(7) Uani 1 1 d . . . . .
C25A C 0.70391(18) 0.48923(18) 1.0146(4) 0.0474(8) Uani 1 1 d . . . . .
H25A H 0.6936 0.5311 1.0393 0.057 Uiso 1 1 calc R . . . .
C26A C 0.75214(18) 0.4592(2) 1.0687(4) 0.0503(9) Uani 1 1 d . . . . .
H26A H 0.7755 0.4819 1.1277 0.060 Uiso 1 1 calc R . . . .
C27A C 0.76723(16) 0.39799(19) 1.0400(4) 0.0456(8) Uani 1 1 d . . . . .
H27A H 0.8001 0.3784 1.0793 0.055 Uiso 1 1 calc R . . . .
C28A C 0.80483(15) 0.27656(19) 0.9436(4) 0.0450(8) Uani 1 1 d . . . . .
H28A H 0.8057 0.2311 0.9200 0.054 Uiso 1 1 calc R . . . .
H28B H 0.8173 0.2802 1.0329 0.054 Uiso 1 1 calc R . . . .
C29A C 0.84755(16) 0.3135(2) 0.8599(4) 0.0537(10) Uani 1 1 d . . . . .
H29A H 0.8523 0.3568 0.8946 0.064 Uiso 1 1 calc R . . . .
H29B H 0.8865 0.2925 0.8622 0.064 Uiso 1 1 calc R . . . .
C30A C 0.8275(2) 0.3184(3) 0.7247(5) 0.0636(12) Uani 1 1 d . . . . .
H30A H 0.7935 0.3469 0.7195 0.095 Uiso 1 1 calc GR . . . .
H30B H 0.8163 0.2762 0.6939 0.095 Uiso 1 1 calc GR . . . .
H30C H 0.8597 0.3351 0.6728 0.095 Uiso 1 1 calc GR . . . .
C32A C 0.52771(17) 0.2165(2) 0.4954(4) 0.0486(8) Uani 1 1 d . . . . .
H32A H 0.5271 0.2452 0.4215 0.058 Uiso 1 1 calc R . . . .
H32B H 0.5658 0.1935 0.4952 0.058 Uiso 1 1 calc R . . . .
F7 F 0.4206(3) 0.3519(3) 0.3769(5) 0.1262(17) Uani 1 1 d D U . . .
F8 F 0.47085(19) 0.4132(3) 0.2484(5) 0.1230(18) Uani 1 1 d D U . . .
B6 B 0.4188(2) 0.4002(3) 0.2947(6) 0.0681(13) Uani 1 1 d D U . . .
F9 F 0.4078(6) 0.3825(5) 0.1595(9) 0.109(4) Uani 0.467(14) 1 d D U P A 1
F10 F 0.3830(6) 0.4519(5) 0.3131(15) 0.132(6) Uani 0.467(14) 1 d D U P A 1
F9B F 0.3704(4) 0.3893(6) 0.2323(9) 0.128(4) Uani 0.533(14) 1 d D U P A 2
F10B F 0.4148(6) 0.4468(7) 0.3836(12) 0.137(4) Uani 0.533(14) 1 d D U P A 2
F2 F 0.63134(13) 0.5514(2) 0.2468(3) 0.0772(9) Uani 1 1 d . . . . .
F3 F 0.66110(19) 0.6278(2) 0.3795(4) 0.0947(11) Uani 1 1 d . . . . .
F4 F 0.6799(3) 0.6320(3) 0.1642(4) 0.1232(18) Uani 1 1 d . . . . .
F5 F 0.72752(15) 0.5669(2) 0.2898(4) 0.0947(11) Uani 1 1 d . . . . .
B1 B 0.6732(3) 0.5969(3) 0.2692(5) 0.0639(13) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.362(5) . ?
O1 C22A 1.420(5) . ?
O1A C2A 1.225(5) . ?
O20A C19 1.426(5) . ?
O20A C19A 1.356(5) . ?
N9A C5 1.386(5) . ?
N9A C8A 1.372(5) . ?
N9A C16 1.495(5) . ?
N15A C3 1.376(5) . ?
N15A C6A 1.370(5) . ?
N15A C31A 1.476(4) . ?
C1 C4 1.438(5) . ?
C1 C6 1.430(5) . ?
C1 C7A 1.408(5) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C1A C15 1.502(8) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.466(5) . ?
C3 C6 1.427(5) . ?
C3 C16A 1.416(5) . ?
C3A C4A 1.398(5) . ?
C3A C8A 1.409(5) . ?
C4 C5 1.417(5) . ?
C4 C9 1.433(5) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.376(6) . ?
C5 C14 1.405(5) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.391(5) . ?
C6 C19A 1.436(5) . ?
C6A C7A 1.433(5) . ?
C7A C8A 1.445(5) . ?
C9 C17 1.365(6) . ?
C11 H11 0.9500 . ?
C11 C14 1.383(6) . ?
C11 C17 1.390(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C31A 1.540(5) . ?
C12 C33A 1.522(5) . ?
C13 H13 0.9500 . ?
C13 C16A 1.360(6) . ?
C13 C18A 1.409(7) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.525(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16A H16C 0.9500 . ?
C17 H17 0.9500 . ?
C18A H18A 0.9500 . ?
C18A C19A 1.384(6) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
C31A H31A 0.9900 . ?
C31A H31B 0.9900 . ?
C33A H33A 0.9800 . ?
C33A H33B 0.9800 . ?
C33A H33C 0.9800 . ?
O1AB C2AB 1.209(5) . ?
O2 C2 1.349(5) . ?
O2 C21A 1.429(5) . ?
O23A C18 1.425(4) . ?
O23A C24A 1.358(4) . ?
N1 C6AB 1.377(4) . ?
N1 C10 1.471(4) . ?
N1 C14A 1.379(5) . ?
N9AB C8AB 1.374(4) . ?
N9AB C10A 1.377(4) . ?
N9AB C28A 1.488(4) . ?
C1B H1BA 0.9800 . ?
C1B H1BB 0.9800 . ?
C1B H1BC 0.9800 . ?
C1B C32A 1.519(6) . ?
C2 C7 1.373(5) . ?
C2 C13A 1.433(5) . ?
C2AB H2AB 0.9500 . ?
C2AB C3AB 1.475(5) . ?
C3AB C4AB 1.398(5) . ?
C3AB C8AB 1.414(5) . ?
C4AB H4AB 0.9500 . ?
C4AB C5AB 1.369(5) . ?
C5AB H5AB 0.9500 . ?
C5AB C6AB 1.409(5) . ?
C6AB C7AB 1.429(4) . ?
C7 H7 0.9500 . ?
C7 C17A 1.391(6) . ?
C7AB C8AB 1.428(4) . ?
C7AB C12A 1.407(4) . ?
C8 H8 0.9500 . ?
C8 C14A 1.412(5) . ?
C8 C17A 1.365(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C32A 1.527(5) . ?
C10A C11A 1.419(5) . ?
C10A C27A 1.406(5) . ?
C11A C12A 1.433(4) . ?
C11A C24A 1.421(5) . ?
C12A C13A 1.432(4) . ?
C13A C14A 1.421(5) . ?
C17A H17A 0.9500 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 H18D 0.9800 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C24A C25A 1.377(5) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.388(6) . ?
C26A H26A 0.9500 . ?
C26A C27A 1.370(6) . ?
C27A H27A 0.9500 . ?
C28A H28A 0.9900 . ?
C28A H28B 0.9900 . ?
C28A C29A 1.528(5) . ?
C29A H29A 0.9900 . ?
C29A H29B 0.9900 . ?
C29A C30A 1.506(7) . ?
C30A H30A 0.9800 . ?
C30A H30B 0.9800 . ?
C30A H30C 0.9800 . ?
C32A H32A 0.9900 . ?
C32A H32B 0.9900 . ?
F7 B6 1.340(8) . ?
F8 B6 1.308(7) . ?
B6 F9 1.500(11) . ?
B6 F10 1.374(11) . ?
B6 F9B 1.303(9) . ?
B6 F10B 1.365(11) . ?
F2 B1 1.373(7) . ?
F3 B1 1.365(7) . ?
F4 B1 1.344(7) . ?
F5 B1 1.403(8) . ?

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 C22A 117.2(3) . . ?
C19A O20A C19 117.7(3) . . ?
C5 N9A C16 119.8(3) . . ?
C8A N9A C5 119.4(3) . . ?
C8A N9A C16 120.2(3) . . ?
C3 N15A C31A 120.8(3) . . ?
C6A N15A C3 121.2(3) . . ?
C6A N15A C31A 118.0(3) . . ?
C6 C1 C4 127.1(3) . . ?
C7A C1 C4 116.0(3) . . ?
C7A C1 C6 116.9(3) . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C15 C1A H1AA 109.5 . . ?
C15 C1A H1AB 109.5 . . ?
C15 C1A H1AC 109.5 . . ?
O1A C2A H2A 116.6 . . ?
O1A C2A C3A 126.9(3) . . ?
C3A C2A H2A 116.6 . . ?
N15A C3 C6 119.6(3) . . ?
N15A C3 C16A 120.1(3) . . ?
C16A C3 C6 120.3(3) . . ?
C4A C3A C2A 114.4(3) . . ?
C4A C3A C8A 118.4(3) . . ?
C8A C3A C2A 126.3(3) . . ?
C5 C4 C1 118.2(3) . . ?
C5 C4 C9 117.6(3) . . ?
C9 C4 C1 123.9(3) . . ?
C3A C4A H4A 118.2 . . ?
C5A C4A C3A 123.6(3) . . ?
C5A C4A H4A 118.2 . . ?
N9A C5 C4 119.7(3) . . ?
N9A C5 C14 119.5(3) . . ?
C14 C5 C4 120.8(4) . . ?
C4A C5A H5A 120.3 . . ?
C4A C5A C6A 119.4(3) . . ?
C6A C5A H5A 120.3 . . ?
C1 C6 C19A 124.1(3) . . ?
C3 C6 C1 118.1(3) . . ?
C3 C6 C19A 117.7(3) . . ?
N15A C6A C5A 122.2(3) . . ?
N15A C6A C7A 117.7(3) . . ?
C5A C6A C7A 120.0(3) . . ?
C1 C7A C6A 120.4(3) . . ?
C1 C7A C8A 120.5(3) . . ?
C6A C7A C8A 119.1(3) . . ?
N9A C8A C3A 123.6(3) . . ?
N9A C8A C7A 117.0(3) . . ?
C3A C8A C7A 119.3(3) . . ?
O1 C9 C4 115.3(3) . . ?
O1 C9 C17 123.7(3) . . ?
C17 C9 C4 120.9(4) . . ?
C14 C11 H11 118.7 . . ?
C14 C11 C17 122.7(4) . . ?
C17 C11 H11 118.7 . . ?
H12A C12 H12B 108.1 . . ?
C31A C12 H12A 109.5 . . ?
C31A C12 H12B 109.5 . . ?
C33A C12 H12A 109.5 . . ?
C33A C12 H12B 109.5 . . ?
C33A C12 C31A 110.7(3) . . ?
C16A C13 H13 118.8 . . ?
C16A C13 C18A 122.5(4) . . ?
C18A C13 H13 118.8 . . ?
C5 C14 H14 121.0 . . ?
C11 C14 C5 118.0(4) . . ?
C11 C14 H14 121.0 . . ?
C1A C15 H15A 108.9 . . ?
C1A C15 H15B 108.9 . . ?
C1A C15 C16 113.2(4) . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
N9A C16 C15 114.0(3) . . ?
N9A C16 H16A 108.7 . . ?
N9A C16 H16B 108.7 . . ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C3 C16A H16C 120.4 . . ?
C13 C16A C3 119.2(4) . . ?
C13 C16A H16C 120.4 . . ?
C9 C17 C11 119.5(4) . . ?
C9 C17 H17 120.3 . . ?
C11 C17 H17 120.3 . . ?
C13 C18A H18A 120.4 . . ?
C19A C18A C13 119.3(4) . . ?
C19A C18A H18A 120.4 . . ?
O20A C19 H19A 109.5 . . ?
O20A C19 H19B 109.5 . . ?
O20A C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O20A C19A C6 115.3(3) . . ?
O20A C19A C18A 123.9(3) . . ?
C18A C19A C6 120.5(3) . . ?
O1 C22A H22A 109.5 . . ?
O1 C22A H22B 109.5 . . ?
O1 C22A H22C 109.5 . . ?
H22A C22A H22B 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
N15A C31A C12 113.5(3) . . ?
N15A C31A H31A 108.9 . . ?
N15A C31A H31B 108.9 . . ?
C12 C31A H31A 108.9 . . ?
C12 C31A H31B 108.9 . . ?
H31A C31A H31B 107.7 . . ?
C12 C33A H33A 109.5 . . ?
C12 C33A H33B 109.5 . . ?
C12 C33A H33C 109.5 . . ?
H33A C33A H33B 109.5 . . ?
H33A C33A H33C 109.5 . . ?
H33B C33A H33C 109.5 . . ?
C2 O2 C21A 117.4(3) . . ?
C24A O23A C18 116.9(3) . . ?
C6AB N1 C10 118.3(3) . . ?
C6AB N1 C14A 120.9(3) . . ?
C14A N1 C10 120.8(3) . . ?
C8AB N9AB C10A 119.2(3) . . ?
C8AB N9AB C28A 120.7(3) . . ?
C10A N9AB C28A 119.3(3) . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
C32A C1B H1BA 109.5 . . ?
C32A C1B H1BB 109.5 . . ?
C32A C1B H1BC 109.5 . . ?
O2 C2 C7 124.3(3) . . ?
O2 C2 C13A 115.3(3) . . ?
C7 C2 C13A 120.3(4) . . ?
O1AB C2AB H2AB 116.5 . . ?
O1AB C2AB C3AB 126.9(3) . . ?
C3AB C2AB H2AB 116.5 . . ?
C4AB C3AB C2AB 115.8(3) . . ?
C4AB C3AB C8AB 118.4(3) . . ?
C8AB C3AB C2AB 124.6(3) . . ?
C3AB C4AB H4AB 118.0 . . ?
C5AB C4AB C3AB 123.9(3) . . ?
C5AB C4AB H4AB 118.0 . . ?
C4AB C5AB H5AB 120.6 . . ?
C4AB C5AB C6AB 118.8(3) . . ?
C6AB C5AB H5AB 120.6 . . ?
N1 C6AB C5AB 122.2(3) . . ?
N1 C6AB C7AB 118.0(3) . . ?
C5AB C6AB C7AB 119.7(3) . . ?
C2 C7 H7 120.2 . . ?
C2 C7 C17A 119.6(4) . . ?
C17A C7 H7 120.2 . . ?
C8AB C7AB C6AB 119.9(3) . . ?
C12A C7AB C6AB 120.0(3) . . ?
C12A C7AB C8AB 120.1(3) . . ?
C14A C8 H8 120.6 . . ?
C17A C8 H8 120.6 . . ?
C17A C8 C14A 118.8(4) . . ?
N9AB C8AB C3AB 123.1(3) . . ?
N9AB C8AB C7AB 117.8(3) . . ?
C3AB C8AB C7AB 119.0(3) . . ?
N1 C10 H10A 108.5 . . ?
N1 C10 H10B 108.5 . . ?
N1 C10 C32A 115.1(3) . . ?
H10A C10 H10B 107.5 . . ?
C32A C10 H10A 108.5 . . ?
C32A C10 H10B 108.5 . . ?
N9AB C10A C11A 119.6(3) . . ?
N9AB C10A C27A 119.9(3) . . ?
C27A C10A C11A 120.5(3) . . ?
C10A C11A C12A 118.1(3) . . ?
C10A C11A C24A 117.6(3) . . ?
C24A C11A C12A 124.3(3) . . ?
C7AB C12A C11A 115.9(3) . . ?
C7AB C12A C13A 117.3(3) . . ?
C13A C12A C11A 126.8(3) . . ?
C12A C13A C2 123.5(3) . . ?
C14A C13A C2 118.1(3) . . ?
C14A C13A C12A 118.2(3) . . ?
N1 C14A C8 120.5(3) . . ?
N1 C14A C13A 119.5(3) . . ?
C8 C14A C13A 119.9(3) . . ?
C7 C17A H17A 118.6 . . ?
C8 C17A C7 122.8(4) . . ?
C8 C17A H17A 118.6 . . ?
O23A C18 H18B 109.5 . . ?
O23A C18 H18C 109.5 . . ?
O23A C18 H18D 109.5 . . ?
H18B C18 H18C 109.5 . . ?
H18B C18 H18D 109.5 . . ?
H18C C18 H18D 109.5 . . ?
O2 C21A H21A 109.5 . . ?
O2 C21A H21B 109.5 . . ?
O2 C21A H21C 109.5 . . ?
H21A C21A H21B 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
O23A C24A C11A 114.8(3) . . ?
O23A C24A C25A 124.3(3) . . ?
C25A C24A C11A 120.8(3) . . ?
C24A C25A H25A 120.3 . . ?
C24A C25A C26A 119.4(3) . . ?
C26A C25A H25A 120.3 . . ?
C25A C26A H26A 118.8 . . ?
C27A C26A C25A 122.4(4) . . ?
C27A C26A H26A 118.8 . . ?
C10A C27A H27A 120.6 . . ?
C26A C27A C10A 118.7(4) . . ?
C26A C27A H27A 120.6 . . ?
N9AB C28A H28A 109.5 . . ?
N9AB C28A H28B 109.5 . . ?
N9AB C28A C29A 110.6(3) . . ?
H28A C28A H28B 108.1 . . ?
C29A C28A H28A 109.5 . . ?
C29A C28A H28B 109.5 . . ?
C28A C29A H29A 108.9 . . ?
C28A C29A H29B 108.9 . . ?
H29A C29A H29B 107.7 . . ?
C30A C29A C28A 113.3(4) . . ?
C30A C29A H29A 108.9 . . ?
C30A C29A H29B 108.9 . . ?
C29A C30A H30A 109.5 . . ?
C29A C30A H30B 109.5 . . ?
C29A C30A H30C 109.5 . . ?
H30A C30A H30B 109.5 . . ?
H30A C30A H30C 109.5 . . ?
H30B C30A H30C 109.5 . . ?
C1B C32A C10 110.6(3) . . ?
C1B C32A H32A 109.5 . . ?
C1B C32A H32B 109.5 . . ?
C10 C32A H32A 109.5 . . ?
C10 C32A H32B 109.5 . . ?
H32A C32A H32B 108.1 . . ?
F7 B6 F9 115.9(7) . . ?
F7 B6 F10 121.9(7) . . ?
F7 B6 F10B 95.8(8) . . ?
F8 B6 F7 112.0(6) . . ?
F8 B6 F9 81.1(7) . . ?
F8 B6 F10 114.9(7) . . ?
F8 B6 F10B 99.6(8) . . ?
F10 B6 F9 103.6(9) . . ?
F9B B6 F7 102.8(8) . . ?
F9B B6 F8 127.5(7) . . ?
F9B B6 F10B 115.0(8) . . ?
F2 B1 F5 108.6(5) . . ?
F3 B1 F2 110.0(5) . . ?
F3 B1 F5 105.0(4) . . ?
F4 B1 F2 108.6(4) . . ?
F4 B1 F3 118.0(6) . . ?
F4 B1 F5 106.1(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C9 C17 C11 -174.1(3) . . . . ?
O1A C2A C3A C4A 158.2(4) . . . . ?
O1A C2A C3A C8A -11.1(6) . . . . ?
N9A C5 C14 C11 172.6(3) . . . . ?
N15A C3 C6 C1 6.4(5) . . . . ?
N15A C3 C6 C19A -169.5(3) . . . . ?
N15A C3 C16A C13 173.0(4) . . . . ?
N15A C6A C7A C1 2.1(4) . . . . ?
N15A C6A C7A C8A -177.7(3) . . . . ?
C1 C4 C5 N9A 3.7(5) . . . . ?
C1 C4 C5 C14 -177.0(3) . . . . ?
C1 C4 C9 O1 -4.1(5) . . . . ?
C1 C4 C9 C17 -179.9(3) . . . . ?
C1 C6 C19A O20A -7.8(5) . . . . ?
C1 C6 C19A C18A 177.7(3) . . . . ?
C1 C7A C8A N9A 5.7(4) . . . . ?
C1 C7A C8A C3A -177.3(3) . . . . ?
C1A C15 C16 N9A 55.2(5) . . . . ?
C2A C3A C4A C5A -165.5(3) . . . . ?
C2A C3A C8A N9A -19.4(5) . . . . ?
C2A C3A C8A C7A 163.8(3) . . . . ?
C3 N15A C6A C5A 161.5(3) . . . . ?
C3 N15A C6A C7A -20.1(4) . . . . ?
C3 N15A C31A C12 -90.4(4) . . . . ?
C3 C6 C19A O20A 167.7(3) . . . . ?
C3 C6 C19A C18A -6.8(5) . . . . ?
C3A C4A C5A C6A -1.4(5) . . . . ?
C4 C1 C6 C3 155.8(3) . . . . ?
C4 C1 C6 C19A -28.7(5) . . . . ?
C4 C1 C7A C6A -159.9(3) . . . . ?
C4 C1 C7A C8A 19.9(4) . . . . ?
C4 C5 C14 C11 -6.7(5) . . . . ?
C4 C9 C17 C11 1.3(6) . . . . ?
C4A C3A C8A N9A 171.7(3) . . . . ?
C4A C3A C8A C7A -5.1(5) . . . . ?
C4A C5A C6A N15A 177.0(3) . . . . ?
C4A C5A C6A C7A -1.3(5) . . . . ?
C5 N9A C8A C3A 155.4(3) . . . . ?
C5 N9A C8A C7A -27.7(4) . . . . ?
C5 N9A C16 C15 52.6(5) . . . . ?
C5 C4 C9 O1 169.5(3) . . . . ?
C5 C4 C9 C17 -6.2(5) . . . . ?
C5A C6A C7A C1 -179.5(3) . . . . ?
C5A C6A C7A C8A 0.7(5) . . . . ?
C6 C1 C4 C5 156.7(3) . . . . ?
C6 C1 C4 C9 -29.7(5) . . . . ?
C6 C1 C7A C6A 19.0(4) . . . . ?
C6 C1 C7A C8A -161.1(3) . . . . ?
C6 C3 C16A C13 -6.2(6) . . . . ?
C6A N15A C3 C6 15.9(5) . . . . ?
C6A N15A C3 C16A -163.3(3) . . . . ?
C6A N15A C31A C12 87.5(4) . . . . ?
C6A C7A C8A N9A -174.4(3) . . . . ?
C6A C7A C8A C3A 2.6(4) . . . . ?
C7A C1 C4 C5 -24.5(4) . . . . ?
C7A C1 C4 C9 149.2(3) . . . . ?
C7A C1 C6 C3 -23.1(4) . . . . ?
C7A C1 C6 C19A 152.5(3) . . . . ?
C8A N9A C5 C4 23.3(5) . . . . ?
C8A N9A C5 C14 -156.0(3) . . . . ?
C8A N9A C16 C15 -118.6(4) . . . . ?
C8A C3A C4A C5A 4.7(5) . . . . ?
C9 C4 C5 N9A -170.4(3) . . . . ?
C9 C4 C5 C14 9.0(5) . . . . ?
C13 C18A C19A O20A -173.7(4) . . . . ?
C13 C18A C19A C6 0.3(6) . . . . ?
C14 C11 C17 C9 1.2(6) . . . . ?
C16 N9A C5 C4 -148.0(3) . . . . ?
C16 N9A C5 C14 32.7(5) . . . . ?
C16 N9A C8A C3A -33.4(5) . . . . ?
C16 N9A C8A C7A 143.5(3) . . . . ?
C16A C3 C6 C1 -174.5(3) . . . . ?
C16A C3 C6 C19A 9.7(5) . . . . ?
C16A C13 C18A C19A 3.6(7) . . . . ?
C17 C11 C14 C5 1.5(6) . . . . ?
C18A C13 C16A C3 -0.7(7) . . . . ?
C19 O20A C19A C6 178.6(4) . . . . ?
C19 O20A C19A C18A -7.1(6) . . . . ?
C22A O1 C9 C4 175.4(4) . . . . ?
C22A O1 C9 C17 -9.0(6) . . . . ?
C31A N15A C3 C6 -166.3(3) . . . . ?
C31A N15A C3 C16A 14.5(5) . . . . ?
C31A N15A C6A C5A -16.3(5) . . . . ?
C31A N15A C6A C7A 162.0(3) . . . . ?
C33A C12 C31A N15A -160.3(3) . . . . ?
O1AB C2AB C3AB C4AB -158.2(4) . . . . ?
O1AB C2AB C3AB C8AB 9.2(6) . . . . ?
O2 C2 C7 C17A 174.4(3) . . . . ?
O2 C2 C13A C12A 5.4(5) . . . . ?
O2 C2 C13A C14A -169.3(3) . . . . ?
O23A C24A C25A C26A 173.2(3) . . . . ?
N1 C6AB C7AB C8AB 177.8(3) . . . . ?
N1 C6AB C7AB C12A -2.0(4) . . . . ?
N1 C10 C32A C1B 163.8(4) . . . . ?
N9AB C10A C11A C12A -7.6(4) . . . . ?
N9AB C10A C11A C24A 169.7(3) . . . . ?
N9AB C10A C27A C26A -173.9(3) . . . . ?
N9AB C28A C29A C30A -51.1(5) . . . . ?
C2 C7 C17A C8 -2.5(6) . . . . ?
C2 C13A C14A N1 169.5(3) . . . . ?
C2 C13A C14A C8 -8.8(4) . . . . ?
C2AB C3AB C4AB C5AB 163.2(3) . . . . ?
C2AB C3AB C8AB N9AB 22.3(5) . . . . ?
C2AB C3AB C8AB C7AB -160.5(3) . . . . ?
C3AB C4AB C5AB C6AB 1.3(5) . . . . ?
C4AB C3AB C8AB N9AB -170.6(3) . . . . ?
C4AB C3AB C8AB C7AB 6.6(4) . . . . ?
C4AB C5AB C6AB N1 -175.9(3) . . . . ?
C4AB C5AB C6AB C7AB 0.8(5) . . . . ?
C5AB C6AB C7AB C8AB 0.9(4) . . . . ?
C5AB C6AB C7AB C12A -178.9(3) . . . . ?
C6AB N1 C10 C32A -86.9(4) . . . . ?
C6AB N1 C14A C8 161.8(3) . . . . ?
C6AB N1 C14A C13A -16.5(4) . . . . ?
C6AB C7AB C8AB N9AB 172.7(3) . . . . ?
C6AB C7AB C8AB C3AB -4.7(4) . . . . ?
C6AB C7AB C12A C11A 160.8(3) . . . . ?
C6AB C7AB C12A C13A -19.1(4) . . . . ?
C7 C2 C13A C12A -178.9(3) . . . . ?
C7 C2 C13A C14A 6.4(5) . . . . ?
C7AB C12A C13A C2 -152.0(3) . . . . ?
C7AB C12A C13A C14A 22.7(4) . . . . ?
C8AB N9AB C10A C11A -20.1(4) . . . . ?
C8AB N9AB C10A C27A 159.2(3) . . . . ?
C8AB N9AB C28A C29A 113.8(4) . . . . ?
C8AB C3AB C4AB C5AB -5.1(5) . . . . ?
C8AB C7AB C12A C11A -19.0(4) . . . . ?
C8AB C7AB C12A C13A 161.1(3) . . . . ?
C10 N1 C6AB C5AB 16.3(4) . . . . ?
C10 N1 C6AB C7AB -160.5(3) . . . . ?
C10 N1 C14A C8 -17.4(4) . . . . ?
C10 N1 C14A C13A 164.3(3) . . . . ?
C10A N9AB C8AB C3AB -155.1(3) . . . . ?
C10A N9AB C8AB C7AB 27.6(4) . . . . ?
C10A N9AB C28A C29A -55.9(5) . . . . ?
C10A C11A C12A C7AB 26.4(4) . . . . ?
C10A C11A C12A C13A -153.8(3) . . . . ?
C10A C11A C24A O23A -167.6(3) . . . . ?
C10A C11A C24A C25A 7.7(5) . . . . ?
C11A C10A C27A C26A 5.4(5) . . . . ?
C11A C12A C13A C2 28.2(5) . . . . ?
C11A C12A C13A C14A -157.1(3) . . . . ?
C11A C24A C25A C26A -1.7(5) . . . . ?
C12A C7AB C8AB N9AB -7.6(4) . . . . ?
C12A C7AB C8AB C3AB 175.1(3) . . . . ?
C12A C11A C24A O23A 9.5(4) . . . . ?
C12A C11A C24A C25A -175.2(3) . . . . ?
C12A C13A C14A N1 -5.5(4) . . . . ?
C12A C13A C14A C8 176.2(3) . . . . ?
C13A C2 C7 C17A -0.9(6) . . . . ?
C14A N1 C6AB C5AB -163.0(3) . . . . ?
C14A N1 C6AB C7AB 20.2(4) . . . . ?
C14A N1 C10 C32A 92.4(4) . . . . ?
C14A C8 C17A C7 0.0(6) . . . . ?
C17A C8 C14A N1 -172.6(3) . . . . ?
C17A C8 C14A C13A 5.7(5) . . . . ?
C18 O23A C24A C11A -172.0(3) . . . . ?
C18 O23A C24A C25A 12.8(5) . . . . ?
C21A O2 C2 C7 8.7(5) . . . . ?
C21A O2 C2 C13A -175.7(3) . . . . ?
C24A C11A C12A C7AB -150.7(3) . . . . ?
C24A C11A C12A C13A 29.1(5) . . . . ?
C24A C25A C26A C27A -2.8(6) . . . . ?
C25A C26A C27A C10A 0.9(6) . . . . ?
C27A C10A C11A C12A 173.2(3) . . . . ?
C27A C10A C11A C24A -9.6(4) . . . . ?
C28A N9AB C8AB C3AB 35.1(5) . . . . ?
C28A N9AB C8AB C7AB -142.1(3) . . . . ?
C28A N9AB C10A C11A 149.8(3) . . . . ?
C28A N9AB C10A C27A -31.0(5) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 1 0 0.0829 -0.0000 1.0000 -0.0000 -0.0228 -0.0593 0.0361
0 -1 0 0.0509 0.0000 -1.0000 0.0000 0.0228 0.0593 -0.0361
1 0 0 0.0511 1.0000 0.0000 -0.0000 0.0290 -0.0396 -0.0468
-1 0 0 0.0141 -1.0000 -0.0000 0.0000 -0.0290 0.0396 0.0468
0 0 1 0.2267 -0.0000 0.0000 1.0000 -0.1233 0.0006 -0.0770
0 0 -1 0.2017 0.0000 -0.0000 -1.0000 0.1233 -0.0006 0.0770

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5(2)
2 0.5(2)

####################################################################### 
# 
# 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_simon_oh_b
_database_code_depnum_ccdc_archive 'CCDC 1443635'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-12-18
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.11.10 svn.r3248 for OlexSys, GUI svn.r5133)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl, C27 H29 N2 O3'
_chemical_formula_sum            'C27 H29 Cl N2 O3'
_chemical_formula_weight         464.97
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H29 Cl1 N2 O3'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.9972(4)
_cell_length_b                   20.6791(7)
_cell_length_c                   13.5143(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.901(3)
_cell_angle_gamma                90
_cell_volume                     2234.66(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5326
_cell_measurement_temperature    180.00(14)
_cell_measurement_theta_max      72.7060
_cell_measurement_theta_min      4.2250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.780
_exptl_absorpt_correction_T_max  0.956
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.3429
_exptl_crystal_size_mid          0.0454
_exptl_crystal_size_min          0.0256
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16344
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         73.599
_diffrn_reflns_theta_min         3.908
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  144.00  172.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -90.0000 28

#__ type_ start__ end____ width___ exp.time_
  2 omega  111.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  111.0000    0.0000 67

#__ type_ start__ end____ width___ exp.time_
  3 omega   86.00  119.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       38.9365  172.0000   53.0000 33

#__ type_ start__ end____ width___ exp.time_
  4 omega   58.00  142.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  178.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   89.00  140.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -90.0000 51

#__ type_ start__ end____ width___ exp.time_
  6 omega  100.00  175.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   45.0000 -180.0000 75

#__ type_ start__ end____ width___ exp.time_
  7 omega -110.00  -80.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000    0.0000 30

#__ type_ start__ end____ width___ exp.time_
  8 omega -124.00  -79.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000  -60.0000 45

#__ type_ start__ end____ width___ exp.time_
  9 omega -132.00  -58.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365 -178.0000  -30.0000 74

#__ type_ start__ end____ width___ exp.time_
 10 omega -124.00  -99.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 11 omega -112.00  -79.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000   90.0000 33

#__ type_ start__ end____ width___ exp.time_
 12 omega -124.00  -80.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000  150.0000 44

#__ type_ start__ end____ width___ exp.time_
 13 omega -109.00  -79.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000 -120.0000 30

#__ type_ start__ end____ width___ exp.time_
 14 omega -123.00  -82.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000 -150.0000 41

#__ type_ start__ end____ width___ exp.time_
 15 omega -124.00  -88.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -99.0000   60.0000 36

#__ type_ start__ end____ width___ exp.time_
 16 omega   60.00   98.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       38.9365 -178.0000   90.0000 38

#__ type_ start__ end____ width___ exp.time_
 17 omega   67.00  125.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       38.9365 -178.0000  -60.0000 58

#__ type_ start__ end____ width___ exp.time_
 18 omega   58.00   85.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       38.9365  178.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
 19 omega   58.00   83.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -       38.9365  178.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 20 omega   45.00   74.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -61.0000  120.0000 29

#__ type_ start__ end____ width___ exp.time_
 21 omega   79.00  131.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  178.0000   30.0000 52

#__ type_ start__ end____ width___ exp.time_
 22 omega   34.00  133.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -61.0000    0.0000 99

#__ type_ start__ end____ width___ exp.time_
 23 omega  146.00  178.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  111.0000  -60.0000 32

#__ type_ start__ end____ width___ exp.time_
 24 omega  147.00  174.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   30.0000   90.0000 27

#__ type_ start__ end____ width___ exp.time_
 25 omega   85.00  144.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   30.0000   90.0000 59

#__ type_ start__ end____ width___ exp.time_
 26 omega   44.00  111.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000   30.0000 67

#__ type_ start__ end____ width___ exp.time_
 27 omega   71.00  116.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000 -120.0000 45

#__ type_ start__ end____ width___ exp.time_
 28 omega  100.00  145.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  111.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
 29 omega   31.00   63.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
 30 omega  102.00  142.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -61.0000  120.0000 40

#__ type_ start__ end____ width___ exp.time_
 31 omega   58.00   83.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  178.0000  -30.0000 25

#__ type_ start__ end____ width___ exp.time_
 32 omega   72.00  109.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000   90.0000 37

#__ type_ start__ end____ width___ exp.time_
 33 omega   79.00  116.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   30.0000 -180.0000 37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1401516000
_diffrn_orient_matrix_UB_12      -0.0500762000
_diffrn_orient_matrix_UB_13      -0.0144303000
_diffrn_orient_matrix_UB_21      -0.1154289000
_diffrn_orient_matrix_UB_22      -0.0535892000
_diffrn_orient_matrix_UB_23      0.0390952000
_diffrn_orient_matrix_UB_31      -0.0647068000
_diffrn_orient_matrix_UB_32      -0.0129451000
_diffrn_orient_matrix_UB_33      -0.1060947000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3331
_reflns_number_total             4437
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4437
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0545
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0932P)²+0.5705P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1508
_refine_ls_wR_factor_ref         0.1636
_refine_special_details          
;

The H atoms bound to the oxygen was refined using restraint :
DFIX 0.82 O24 H24


;


_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 C(H,H,H,H) groups
2. Restrained distances
 O24-H24
 0.82 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C27(H27A,H27B), C31(H31A,H31B), C28(H28A,H28B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C17(H17), C4(H4), C25(H25), C16(H16), C15(H15), C26(H26), C3(H3)
3.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C32(H32A,H32B,H32C), C8(H8A,H8B,H8C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl01 Cl 0.13773(11) 0.33613(4) 0.11319(5) 0.0542(2) Uani 1 1 d . . . . .
O24 O 0.1346(3) 0.31801(9) 0.34074(13) 0.0436(5) Uani 1 1 d D . . . .
O13 O 0.5197(2) 0.49143(8) 0.76622(12) 0.0302(4) Uani 1 1 d . . . . .
O7 O 0.1863(2) 0.47843(8) 0.80794(11) 0.0331(4) Uani 1 1 d . . . . .
N19 N 0.2142(2) 0.56774(9) 0.48534(13) 0.0256(4) Uani 1 1 d . . . . .
N1 N 0.2788(3) 0.33714(9) 0.54029(14) 0.0268(4) Uani 1 1 d . . . . .
C5 C 0.2606(4) 0.36793(13) 0.84644(18) 0.0363(6) Uani 1 1 d . . . . .
H5 H 0.2406 0.3730 0.9151 0.044 Uiso 1 1 calc R . . . .
C23 C 0.1581(3) 0.37704(12) 0.38051(17) 0.0304(5) Uani 1 1 d . . . . .
C17 C 0.3374(3) 0.64476(11) 0.59952(18) 0.0307(5) Uani 1 1 d . . . . .
H17 H 0.3031 0.6797 0.5584 0.037 Uiso 1 1 calc R . . . .
C4 C 0.3092(4) 0.30788(12) 0.80766(19) 0.0383(6) Uani 1 1 d . . . . .
H4 H 0.3350 0.2737 0.8524 0.046 Uiso 1 1 calc R . . . .
C25 C 0.1101(3) 0.43058(12) 0.32539(17) 0.0324(5) Uani 1 1 d . . . . .
H25 H 0.0596 0.4233 0.2623 0.039 Uiso 1 1 calc R . . . .
C12 C 0.4506(3) 0.54334(11) 0.71966(16) 0.0261(5) Uani 1 1 d . . . . .
C14 C 0.6073(4) 0.50291(13) 0.85756(19) 0.0377(6) Uani 1 1 d . . . . .
H14A H 0.7031 0.5313 0.8458 0.056 Uiso 1 1 calc GR . . . .
H14B H 0.6470 0.4617 0.8850 0.056 Uiso 1 1 calc GR . . . .
H14C H 0.5320 0.5236 0.9045 0.056 Uiso 1 1 calc GR . . . .
C11 C 0.3454(3) 0.52855(11) 0.63582(15) 0.0238(4) Uani 1 1 d . . . . .
C32 C 0.1767(5) 0.69081(16) 0.2760(2) 0.0531(8) Uani 1 1 d . . . . .
H32A H 0.2560 0.7072 0.2274 0.080 Uiso 1 1 calc GR . . . .
H32B H 0.1281 0.7272 0.3120 0.080 Uiso 1 1 calc GR . . . .
H32C H 0.0876 0.6667 0.2418 0.080 Uiso 1 1 calc GR . . . .
C21 C 0.2419(3) 0.45200(10) 0.51204(15) 0.0228(4) Uani 1 1 d . . . . .
C16 C 0.4248(3) 0.65624(11) 0.68603(18) 0.0329(5) Uani 1 1 d . . . . .
H16 H 0.4448 0.6997 0.7057 0.039 Uiso 1 1 calc R . . . .
C22 C 0.2254(3) 0.38664(11) 0.47670(16) 0.0247(5) Uani 1 1 d . . . . .
C15 C 0.4852(3) 0.60618(12) 0.74603(17) 0.0314(5) Uani 1 1 d . . . . .
H15 H 0.5493 0.6154 0.8041 0.038 Uiso 1 1 calc R . . . .
C20 C 0.1991(3) 0.50551(11) 0.44939(16) 0.0248(5) Uani 1 1 d . . . . .
C30 C 0.1456(3) 0.62144(11) 0.42514(17) 0.0287(5) Uani 1 1 d . . . . .
H30A H 0.1149 0.6574 0.4696 0.034 Uiso 1 1 calc R . . . .
H30B H 0.0423 0.6066 0.3908 0.034 Uiso 1 1 calc R . . . .
C18 C 0.2992(3) 0.58049(11) 0.57238(16) 0.0250(5) Uani 1 1 d . . . . .
C27 C 0.3054(3) 0.27003(11) 0.50445(18) 0.0321(5) Uani 1 1 d . . . . .
H27A H 0.4025 0.2510 0.5402 0.039 Uiso 1 1 calc R . . . .
H27B H 0.3320 0.2712 0.4332 0.039 Uiso 1 1 calc R . . . .
C10 C 0.2896(3) 0.46450(11) 0.61091(15) 0.0228(4) Uani 1 1 d . . . . .
C31 C 0.2674(3) 0.64646(12) 0.34844(18) 0.0336(6) Uani 1 1 d . . . . .
H31A H 0.3594 0.6704 0.3819 0.040 Uiso 1 1 calc R . . . .
H31B H 0.3166 0.6096 0.3123 0.040 Uiso 1 1 calc R . . . .
C2 C 0.2914(3) 0.34797(11) 0.64127(17) 0.0270(5) Uani 1 1 d . . . . .
C28 C 0.1530(4) 0.22717(12) 0.51928(19) 0.0374(6) Uani 1 1 d . . . . .
H28A H 0.1156 0.2311 0.5885 0.045 Uiso 1 1 calc R . . . .
H28B H 0.0607 0.2421 0.4753 0.045 Uiso 1 1 calc R . . . .
C6 C 0.2429(3) 0.41913(12) 0.78255(16) 0.0287(5) Uani 1 1 d . . . . .
C8 C 0.1294(4) 0.48693(15) 0.90607(19) 0.0475(7) Uani 1 1 d . . . . .
H8A H 0.0844 0.5307 0.9135 0.071 Uiso 1 1 calc GR . . . .
H8B H 0.2229 0.4807 0.9528 0.071 Uiso 1 1 calc GR . . . .
H8C H 0.0416 0.4552 0.9197 0.071 Uiso 1 1 calc GR . . . .
C9 C 0.2767(3) 0.41136(11) 0.67902(15) 0.0246(5) Uani 1 1 d . . . . .
C29 C 0.1909(5) 0.15712(14) 0.4972(3) 0.0622(10) Uani 1 1 d . . . . .
H29A H 0.2344 0.1534 0.4301 0.093 Uiso 1 1 calc GR . . . .
H29B H 0.0882 0.1315 0.5024 0.093 Uiso 1 1 calc GR . . . .
H29C H 0.2745 0.1410 0.5449 0.093 Uiso 1 1 calc GR . . . .
H24 H 0.121(6) 0.325(2) 0.2764(16) 0.093 Uiso 1 1 d DR . . . .
C26 C 0.1304(3) 0.49315(12) 0.35563(17) 0.0299(5) Uani 1 1 d . . . . .
H26 H 0.0981 0.5278 0.3134 0.036 Uiso 1 1 calc R . . . .
C3 C 0.3211(3) 0.29636(12) 0.70830(19) 0.0338(6) Uani 1 1 d . . . . .
H3 H 0.3488 0.2545 0.6847 0.041 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
O24 C23 1.346(3) . ?
O24 H24 0.887(19) . ?
O13 C12 1.357(3) . ?
O13 C14 1.430(3) . ?
O7 C6 1.353(3) . ?
O7 C8 1.420(3) . ?
N19 C20 1.380(3) . ?
N19 C30 1.477(3) . ?
N19 C18 1.375(3) . ?
N1 C22 1.399(3) . ?
N1 C27 1.486(3) . ?
N1 C2 1.385(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.405(4) . ?
C5 C6 1.372(3) . ?
C23 C25 1.385(3) . ?
C23 C22 1.413(3) . ?
C17 H17 0.9500 . ?
C17 C16 1.373(4) . ?
C17 C18 1.411(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.369(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.366(3) . ?
C12 C11 1.434(3) . ?
C12 C15 1.375(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C11 C18 1.420(3) . ?
C11 C10 1.436(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C32 C31 1.518(4) . ?
C21 C22 1.439(3) . ?
C21 C20 1.432(3) . ?
C21 C10 1.408(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.397(3) . ?
C15 H15 0.9500 . ?
C20 C26 1.397(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.524(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.522(4) . ?
C10 C9 1.438(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C2 C9 1.412(3) . ?
C2 C3 1.417(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.510(4) . ?
C6 C9 1.438(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C26 H26 0.9500 . ?
C3 H3 0.9500 . ?

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
C23 O24 H24 105(3) . . ?
C12 O13 C14 117.34(18) . . ?
C6 O7 C8 117.6(2) . . ?
C20 N19 C30 118.51(18) . . ?
C18 N19 C20 121.29(19) . . ?
C18 N19 C30 120.10(18) . . ?
C22 N1 C27 121.80(18) . . ?
C2 N1 C22 120.27(18) . . ?
C2 N1 C27 117.60(19) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C6 C5 C4 118.3(2) . . ?
O24 C23 C25 118.3(2) . . ?
O24 C23 C22 122.9(2) . . ?
C25 C23 C22 118.7(2) . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.3(2) . . ?
C18 C17 H17 120.3 . . ?
C5 C4 H4 118.5 . . ?
C3 C4 C5 122.9(2) . . ?
C3 C4 H4 118.5 . . ?
C23 C25 H25 117.8 . . ?
C26 C25 C23 124.4(2) . . ?
C26 C25 H25 117.8 . . ?
O13 C12 C11 115.30(19) . . ?
O13 C12 C15 123.3(2) . . ?
C15 C12 C11 121.3(2) . . ?
O13 C14 H14A 109.5 . . ?
O13 C14 H14B 109.5 . . ?
O13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C11 C10 123.9(2) . . ?
C18 C11 C12 117.4(2) . . ?
C18 C11 C10 118.6(2) . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
C20 C21 C22 120.7(2) . . ?
C10 C21 C22 120.6(2) . . ?
C10 C21 C20 118.6(2) . . ?
C17 C16 H16 118.9 . . ?
C17 C16 C15 122.2(2) . . ?
C15 C16 H16 118.9 . . ?
N1 C22 C23 124.8(2) . . ?
N1 C22 C21 117.25(19) . . ?
C23 C22 C21 118.0(2) . . ?
C12 C15 C16 118.9(2) . . ?
C12 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
N19 C20 C21 119.59(19) . . ?
N19 C20 C26 121.4(2) . . ?
C26 C20 C21 118.8(2) . . ?
N19 C30 H30A 108.9 . . ?
N19 C30 H30B 108.9 . . ?
N19 C30 C31 113.2(2) . . ?
H30A C30 H30B 107.8 . . ?
C31 C30 H30A 108.9 . . ?
C31 C30 H30B 108.9 . . ?
N19 C18 C17 120.4(2) . . ?
N19 C18 C11 119.5(2) . . ?
C17 C18 C11 120.2(2) . . ?
N1 C27 H27A 109.1 . . ?
N1 C27 H27B 109.1 . . ?
N1 C27 C28 112.4(2) . . ?
H27A C27 H27B 107.8 . . ?
C28 C27 H27A 109.1 . . ?
C28 C27 H27B 109.1 . . ?
C11 C10 C9 125.44(19) . . ?
C21 C10 C11 118.06(19) . . ?
C21 C10 C9 116.50(19) . . ?
C32 C31 C30 109.9(2) . . ?
C32 C31 H31A 109.7 . . ?
C32 C31 H31B 109.7 . . ?
C30 C31 H31A 109.7 . . ?
C30 C31 H31B 109.7 . . ?
H31A C31 H31B 108.2 . . ?
N1 C2 C9 120.0(2) . . ?
N1 C2 C3 121.1(2) . . ?
C9 C2 C3 118.8(2) . . ?
C27 C28 H28A 109.3 . . ?
C27 C28 H28B 109.3 . . ?
H28A C28 H28B 107.9 . . ?
C29 C28 C27 111.7(3) . . ?
C29 C28 H28A 109.3 . . ?
C29 C28 H28B 109.3 . . ?
O7 C6 C5 124.8(2) . . ?
O7 C6 C9 114.6(2) . . ?
C5 C6 C9 120.5(2) . . ?
O7 C8 H8A 109.5 . . ?
O7 C8 H8B 109.5 . . ?
O7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C6 123.6(2) . . ?
C2 C9 C10 118.09(19) . . ?
C2 C9 C6 118.2(2) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C25 C26 C20 119.2(2) . . ?
C25 C26 H26 120.4 . . ?
C20 C26 H26 120.4 . . ?
C4 C3 C2 118.8(2) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O24 C23 C25 C26 -178.3(2) . . . . ?
O24 C23 C22 N1 1.7(4) . . . . ?
O24 C23 C22 C21 -178.9(2) . . . . ?
O13 C12 C11 C18 -166.90(19) . . . . ?
O13 C12 C11 C10 10.9(3) . . . . ?
O13 C12 C15 C16 172.0(2) . . . . ?
O7 C6 C9 C10 14.4(3) . . . . ?
O7 C6 C9 C2 -162.9(2) . . . . ?
N19 C20 C26 C25 -176.6(2) . . . . ?
N19 C30 C31 C32 167.9(2) . . . . ?
N1 C27 C28 C29 -171.2(2) . . . . ?
N1 C2 C9 C10 -14.9(3) . . . . ?
N1 C2 C9 C6 162.6(2) . . . . ?
N1 C2 C3 C4 -170.9(2) . . . . ?
C5 C4 C3 C2 3.3(4) . . . . ?
C5 C6 C9 C10 -168.7(2) . . . . ?
C5 C6 C9 C2 13.9(4) . . . . ?
C23 C25 C26 C20 -2.1(4) . . . . ?
C17 C16 C15 C12 -2.6(4) . . . . ?
C4 C5 C6 O7 175.3(2) . . . . ?
C4 C5 C6 C9 -1.2(4) . . . . ?
C25 C23 C22 N1 180.0(2) . . . . ?
C25 C23 C22 C21 -0.6(3) . . . . ?
C12 C11 C18 N19 172.8(2) . . . . ?
C12 C11 C18 C17 -8.4(3) . . . . ?
C12 C11 C10 C21 -156.9(2) . . . . ?
C12 C11 C10 C9 23.6(4) . . . . ?
C14 O13 C12 C11 -171.9(2) . . . . ?
C14 O13 C12 C15 11.8(3) . . . . ?
C11 C12 C15 C16 -4.0(4) . . . . ?
C11 C10 C9 C2 -153.0(2) . . . . ?
C11 C10 C9 C6 29.6(4) . . . . ?
C21 C20 C26 C25 -1.7(4) . . . . ?
C21 C10 C9 C2 27.5(3) . . . . ?
C21 C10 C9 C6 -149.9(2) . . . . ?
C16 C17 C18 N19 -179.0(2) . . . . ?
C16 C17 C18 C11 2.3(4) . . . . ?
C22 N1 C27 C28 -95.0(3) . . . . ?
C22 N1 C2 C9 -10.1(3) . . . . ?
C22 N1 C2 C3 170.6(2) . . . . ?
C22 C23 C25 C26 3.3(4) . . . . ?
C22 C21 C20 N19 179.3(2) . . . . ?
C22 C21 C20 C26 4.3(3) . . . . ?
C22 C21 C10 C11 164.3(2) . . . . ?
C22 C21 C10 C9 -16.1(3) . . . . ?
C15 C12 C11 C18 9.4(3) . . . . ?
C15 C12 C11 C10 -172.8(2) . . . . ?
C20 N19 C30 C31 -85.9(3) . . . . ?
C20 N19 C18 C17 169.4(2) . . . . ?
C20 N19 C18 C11 -11.9(3) . . . . ?
C20 C21 C22 N1 176.4(2) . . . . ?
C20 C21 C22 C23 -3.1(3) . . . . ?
C20 C21 C10 C11 -19.9(3) . . . . ?
C20 C21 C10 C9 159.7(2) . . . . ?
C30 N19 C20 C21 -170.8(2) . . . . ?
C30 N19 C20 C26 4.0(3) . . . . ?
C30 N19 C18 C17 -6.9(3) . . . . ?
C30 N19 C18 C11 171.8(2) . . . . ?
C18 N19 C20 C21 12.8(3) . . . . ?
C18 N19 C20 C26 -172.3(2) . . . . ?
C18 N19 C30 C31 90.5(3) . . . . ?
C18 C17 C16 C15 3.4(4) . . . . ?
C18 C11 C10 C21 20.8(3) . . . . ?
C18 C11 C10 C9 -158.7(2) . . . . ?
C27 N1 C22 C23 14.1(4) . . . . ?
C27 N1 C22 C21 -165.4(2) . . . . ?
C27 N1 C2 C9 176.4(2) . . . . ?
C27 N1 C2 C3 -2.8(3) . . . . ?
C10 C11 C18 N19 -5.1(3) . . . . ?
C10 C11 C18 C17 173.7(2) . . . . ?
C10 C21 C22 N1 -7.9(3) . . . . ?
C10 C21 C22 C23 172.6(2) . . . . ?
C10 C21 C20 N19 3.5(3) . . . . ?
C10 C21 C20 C26 -171.5(2) . . . . ?
C2 N1 C22 C23 -159.1(2) . . . . ?
C2 N1 C22 C21 21.5(3) . . . . ?
C2 N1 C27 C28 78.3(3) . . . . ?
C6 C5 C4 C3 -7.6(4) . . . . ?
C8 O7 C6 C5 -4.9(4) . . . . ?
C8 O7 C6 C9 171.8(2) . . . . ?
C9 C2 C3 C4 9.9(4) . . . . ?
C3 C2 C9 C10 164.4(2) . . . . ?
C3 C2 C9 C6 -18.1(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 0 0 0.1222 -0.9990 -0.0009 0.0002 -0.1400 0.1154 0.0646
1 0 0 0.2202 0.9990 0.0009 -0.0002 0.1400 -0.1154 -0.0646
0 0 -1 0.0104 0.0025 -0.0072 -1.0006 0.0152 -0.0390 0.1061
0 0 1 0.0350 -0.0025 0.0072 1.0006 -0.0152 0.0390 -0.1061
0 1 0 0.0128 0.0000 0.9988 -0.0045 -0.0499 -0.0537 -0.0125
0 -1 0 0.0128 -0.0000 -0.9988 0.0045 0.0499 0.0537 0.0125

_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 2.896
_oxdiff_exptl_absorpt_empirical_full_min 0.413
####################################################################### 
# 
# 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_spa041
_database_code_depnum_ccdc_archive 'CCDC 1443636'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-03-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H33 N2 O4, B F4, C H2 Cl2'
_chemical_formula_sum            'C31 H35 B Cl2 F4 N2 O4'
_chemical_formula_weight         657.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H35 B1 Cl2 F4 N2 O4'
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'
B B 0.0090 0.0039 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.9867(6)
_cell_length_b                   12.0208(6)
_cell_length_c                   13.2458(8)
_cell_angle_alpha                82.687(5)
_cell_angle_beta                 66.161(6)
_cell_angle_gamma                79.273(5)
_cell_volume                     1569.51(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13462
_cell_measurement_temperature    180.00(14)
_cell_measurement_theta_max      73.5210
_cell_measurement_theta_min      3.6100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.407
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             684
_exptl_crystal_size_max          0.303
_exptl_crystal_size_mid          0.192
_exptl_crystal_size_min          0.0406
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24305
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.622
_diffrn_reflns_theta_min         3.654
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -125.00  -56.40   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865 -178.0000  -60.0000 98

#__ type_ start__ end____ width___ exp.time_
  2 omega -111.00  -27.00   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -37.0000 -150.0000 120

#__ type_ start__ end____ width___ exp.time_
  3 omega  -63.00   37.10   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865   57.0000    0.0000 143

#__ type_ start__ end____ width___ exp.time_
  4 omega  -50.00   37.50   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865   37.0000  150.0000 125

#__ type_ start__ end____ width___ exp.time_
  5 omega  -62.00  -22.10   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865   57.0000 -120.0000 57

#__ type_ start__ end____ width___ exp.time_
  6 omega   98.00  127.40   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       37.6865 -178.0000  -60.0000 42

#__ type_ start__ end____ width___ exp.time_
  7 omega   25.00   51.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000 -150.0000 38

#__ type_ start__ end____ width___ exp.time_
  8 omega  105.00  168.00   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  111.0000   60.0000 90

#__ type_ start__ end____ width___ exp.time_
  9 omega   73.00  114.30   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999 -111.0000   90.0000 59

#__ type_ start__ end____ width___ exp.time_
 10 omega   31.00  112.90   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999 -111.0000    0.0000 117

#__ type_ start__ end____ width___ exp.time_
 11 omega   32.00   96.40   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -45.0000   60.0000 92

#__ type_ start__ end____ width___ exp.time_
 12 omega   75.00  173.70   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   30.0000   60.0000 141

#__ type_ start__ end____ width___ exp.time_
 13 omega   62.00  100.50   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000 -120.0000 55

#__ type_ start__ end____ width___ exp.time_
 14 omega   72.00  131.50   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   30.0000 -150.0000 85

#__ type_ start__ end____ width___ exp.time_
 15 omega   45.00  134.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -61.0000  -30.0000 128

#__ type_ start__ end____ width___ exp.time_
 16 omega   74.00  108.30   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000   90.0000 49

#__ type_ start__ end____ width___ exp.time_
 17 omega   35.00   62.30   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000   90.0000 39

#__ type_ start__ end____ width___ exp.time_
 18 omega   49.00  108.50   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000 -180.0000 85

#__ type_ start__ end____ width___ exp.time_
 19 omega   34.00   94.90   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -45.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
 20 omega   94.00  176.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  120.0000 118

#__ type_ start__ end____ width___ exp.time_
 21 omega    9.00   35.60   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       37.6865   72.0000   63.0000 38

#__ type_ start__ end____ width___ exp.time_
 22 omega  -50.00  -17.10   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -37.0000   30.0000 47

#__ type_ start__ end____ width___ exp.time_
 23 omega -112.00  -72.80   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -37.0000   30.0000 56

#__ type_ start__ end____ width___ exp.time_
 24 omega -113.00  -72.40   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
 25 omega  -45.00   -7.90   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000    0.0000 53

#__ type_ start__ end____ width___ exp.time_
 26 omega   74.00  118.10   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       37.6865   72.0000   63.0000 63

#__ type_ start__ end____ width___ exp.time_
 27 omega   58.00   98.60   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       37.6865  178.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
 28 omega   -3.00   22.20   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   95.0000  109.6720 36

#__ type_ start__ end____ width___ exp.time_
 29 omega    9.00   34.20   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   86.0000   11.2853 36

#__ type_ start__ end____ width___ exp.time_
 30 omega   15.00   40.90   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   80.0000  -72.0821 37

#__ type_ start__ end____ width___ exp.time_
 31 omega   15.00   40.90   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   82.0000   46.0492 37

#__ type_ start__ end____ width___ exp.time_
 32 omega   15.00   40.90   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   82.0000  137.5553 37

#__ type_ start__ end____ width___ exp.time_
 33 omega   15.00   40.90   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   80.0000 -135.2123 37

#__ type_ start__ end____ width___ exp.time_
 34 omega   96.00  121.90   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000  -51.8527 37

#__ type_ start__ end____ width___ exp.time_
 35 omega   19.00   44.20   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000  112.4673 36

#__ type_ start__ end____ width___ exp.time_
 36 omega   37.00  105.60   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  112.7614 98

#__ type_ start__ end____ width___ exp.time_
 37 omega   29.00   70.30   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  170.8690 59

#__ type_ start__ end____ width___ exp.time_
 38 omega  107.00  146.90   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000   -6.1346 57

#__ type_ start__ end____ width___ exp.time_
 39 omega   28.00   57.40   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000   39.2400 42

#__ type_ start__ end____ width___ exp.time_
 40 omega   30.00   56.60   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000   -6.1346 38

#__ type_ start__ end____ width___ exp.time_
 41 omega   32.00   80.30   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   75.0000   82.4939 69

#__ type_ start__ end____ width___ exp.time_
 42 omega   36.00   68.20   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000  -52.9543 46

#__ type_ start__ end____ width___ exp.time_
 43 omega   36.00   73.10   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   77.0000 -144.6785 53

#__ type_ start__ end____ width___ exp.time_
 44 omega   36.00   71.00   0.7000    0.7000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   76.0000  -88.6017 50

#__ type_ start__ end____ width___ exp.time_
 45 omega   75.00  101.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  120.0000 38

#__ type_ start__ end____ width___ exp.time_
 46 omega  118.00  165.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -60.0000 68

#__ type_ start__ end____ width___ exp.time_
 47 omega  103.00  138.00   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -120.0000 50

#__ type_ start__ end____ width___ exp.time_
 48 omega   74.00  100.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -60.0000 38

#__ type_ start__ end____ width___ exp.time_
 49 omega   75.00  101.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -120.0000 38

#__ type_ start__ end____ width___ exp.time_
 50 omega   74.00  111.10   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 51 omega  124.00  160.40   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
 52 omega   74.00  154.50   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -150.0000 115

#__ type_ start__ end____ width___ exp.time_
 53 omega   74.00  100.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -180.0000 38

#__ type_ start__ end____ width___ exp.time_
 54 omega   74.00  133.50   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000    0.0000 85

#__ type_ start__ end____ width___ exp.time_
 55 omega   77.00  111.30   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  -30.0000 49

#__ type_ start__ end____ width___ exp.time_
 56 omega   78.00  105.30   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  120.0000 39

#__ type_ start__ end____ width___ exp.time_
 57 omega  129.00  154.90   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  150.0000 37

#__ type_ start__ end____ width___ exp.time_
 58 omega   77.00  104.30   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  150.0000 39

#__ type_ start__ end____ width___ exp.time_
 59 omega   74.00  100.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  150.0000 38

#__ type_ start__ end____ width___ exp.time_
 60 omega   77.00  103.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000    0.0000 38

#__ type_ start__ end____ width___ exp.time_
 61 omega   74.00  149.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -90.0000 108

#__ type_ start__ end____ width___ exp.time_
 62 omega   78.00  104.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000   60.0000 38

#__ type_ start__ end____ width___ exp.time_
 63 omega   74.00  109.00   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   60.0000 50

#__ type_ start__ end____ width___ exp.time_
 64 omega   74.00  100.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   30.0000 38

#__ type_ start__ end____ width___ exp.time_
 65 omega   76.00  165.60   0.7000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -30.0000 128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1285345000
_diffrn_orient_matrix_UB_12      0.0185863000
_diffrn_orient_matrix_UB_13      -0.1022743000
_diffrn_orient_matrix_UB_21      -0.0460839000
_diffrn_orient_matrix_UB_22      0.1291074000
_diffrn_orient_matrix_UB_23      0.0028183000
_diffrn_orient_matrix_UB_31      0.0733852000
_diffrn_orient_matrix_UB_32      0.0075515000
_diffrn_orient_matrix_UB_33      0.0758603000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5628
_reflns_number_total             6249
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0654P)²+1.0146P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1362
_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.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C27(H27A,H27B), C28(H28A,H28B), C30(H30A,H30B), C31(H31A,
 H31B), C40(H,HA)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13), C20(H20), C21(H21)
2.c Idealised Me refined as rotating group:
 C2AA(H2AA,H2AB,H2AC), C26(H26A,H26B,H26C), C29(H29A,H29B,H29C), C32(H32A,H32B,
 H32C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O0AA O 0.73823(13) 0.19592(10) 0.28345(10) 0.0283(3) Uani 1 1 d . . . . .
O23 O 1.17654(13) -0.28533(12) 0.02835(12) 0.0354(3) Uani 1 1 d . . . . .
O24 O 1.13579(14) -0.37973(11) -0.08771(11) 0.0350(3) Uani 1 1 d . . . . .
O33 O 0.52320(12) 0.08658(10) 0.35489(9) 0.0263(3) Uani 1 1 d . . . . .
N1 N 0.91245(14) -0.18523(12) 0.18234(11) 0.0233(3) Uani 1 1 d . . . . .
N15 N 0.71008(14) 0.06853(12) -0.03612(11) 0.0233(3) Uani 1 1 d . . . . .
C2 C 0.88077(16) -0.10250(14) 0.25650(13) 0.0224(3) Uani 1 1 d . . . . .
C2AA C 0.7110(2) 0.28454(16) 0.35594(16) 0.0369(4) Uani 1 1 d . . . . .
H2AA H 0.6564 0.3507 0.3359 0.055 Uiso 1 1 calc GR . . . .
H2AB H 0.7961 0.3058 0.3491 0.055 Uiso 1 1 calc GR . . . .
H2AC H 0.6620 0.2577 0.4324 0.055 Uiso 1 1 calc GR . . . .
C3 C 0.92669(17) -0.12361(15) 0.34281(14) 0.0268(3) Uani 1 1 d . . . . .
H3 H 0.9717 -0.1963 0.3549 0.032 Uiso 1 1 calc R . . . .
C4 C 0.90537(18) -0.03737(16) 0.40933(14) 0.0300(4) Uani 1 1 d . . . . .
H4 H 0.9351 -0.0518 0.4685 0.036 Uiso 1 1 calc R . . . .
C5 C 0.84145(18) 0.07092(16) 0.39289(14) 0.0290(4) Uani 1 1 d . . . . .
H5 H 0.8323 0.1299 0.4380 0.035 Uiso 1 1 calc R . . . .
C6 C 0.79180(16) 0.09177(14) 0.31108(13) 0.0241(3) Uani 1 1 d . . . . .
C7 C 0.80332(16) 0.00281(14) 0.24430(12) 0.0216(3) Uani 1 1 d . . . . .
C8 C 0.74726(15) 0.01507(13) 0.16172(12) 0.0206(3) Uani 1 1 d . . . . .
C9 C 0.63183(16) 0.09193(13) 0.16025(13) 0.0217(3) Uani 1 1 d . . . . .
C10 C 0.52341(17) 0.13650(14) 0.25720(13) 0.0241(3) Uani 1 1 d . . . . .
C11 C 0.42261(19) 0.21893(16) 0.24877(15) 0.0320(4) Uani 1 1 d . . . . .
H11 H 0.3532 0.2502 0.3133 0.038 Uiso 1 1 calc R . . . .
C12 C 0.4230(2) 0.25630(17) 0.14463(17) 0.0358(4) Uani 1 1 d . . . . .
H12 H 0.3555 0.3160 0.1392 0.043 Uiso 1 1 calc R . . . .
C13 C 0.51765(19) 0.20978(16) 0.04991(15) 0.0315(4) Uani 1 1 d . . . . .
H13 H 0.5140 0.2355 -0.0198 0.038 Uiso 1 1 calc R . . . .
C14 C 0.62036(16) 0.12343(14) 0.05698(13) 0.0235(3) Uani 1 1 d . . . . .
C16 C 0.79314(16) -0.02963(14) -0.02785(13) 0.0228(3) Uani 1 1 d . . . . .
C17 C 0.81526(15) -0.05566(13) 0.07205(13) 0.0212(3) Uani 1 1 d . . . . .
C18 C 0.90729(16) -0.15412(14) 0.08028(13) 0.0225(3) Uani 1 1 d . . . . .
C19 C 0.98265(17) -0.21855(14) -0.01237(13) 0.0251(3) Uani 1 1 d . . . . .
C20 C 0.95236(17) -0.19308(15) -0.10639(14) 0.0273(3) Uani 1 1 d . . . . .
H20 H 0.9974 -0.2408 -0.1666 0.033 Uiso 1 1 calc R . . . .
C21 C 0.86003(18) -0.10185(15) -0.11546(13) 0.0275(4) Uani 1 1 d . . . . .
H21 H 0.8418 -0.0879 -0.1806 0.033 Uiso 1 1 calc R . . . .
C22 C 1.10710(17) -0.29705(14) -0.01905(14) 0.0271(4) Uani 1 1 d . . . . .
C25 C 1.2632(2) -0.45361(18) -0.10716(18) 0.0457(5) Uani 1 1 d . . . . .
H25A H 1.3311 -0.4087 -0.1089 0.055 Uiso 1 1 calc R . . . .
H25B H 1.2958 -0.4869 -0.1798 0.055 Uiso 1 1 calc R . . . .
C26 C 1.2469(3) -0.5469(2) -0.0178(2) 0.0609(7) Uani 1 1 d . . . . .
H26A H 1.3298 -0.6017 -0.0375 0.091 Uiso 1 1 calc GR . . . .
H26B H 1.1719 -0.5853 -0.0098 0.091 Uiso 1 1 calc GR . . . .
H26C H 1.2282 -0.5147 0.0522 0.091 Uiso 1 1 calc GR . . . .
C27 C 0.71791(17) 0.11510(15) -0.14693(13) 0.0259(3) Uani 1 1 d . . . . .
H27A H 0.8110 0.0946 -0.2011 0.031 Uiso 1 1 calc R . . . .
H27B H 0.6986 0.1989 -0.1465 0.031 Uiso 1 1 calc R . . . .
C28 C 0.62152(19) 0.07358(16) -0.18527(15) 0.0314(4) Uani 1 1 d . . . . .
H28A H 0.6337 -0.0104 -0.1794 0.038 Uiso 1 1 calc R . . . .
H28B H 0.5275 0.1019 -0.1374 0.038 Uiso 1 1 calc R . . . .
C29 C 0.6487(3) 0.1158(2) -0.30402(19) 0.0519(6) Uani 1 1 d . . . . .
H29A H 0.7418 0.0875 -0.3512 0.078 Uiso 1 1 calc GR . . . .
H29B H 0.6348 0.1989 -0.3092 0.078 Uiso 1 1 calc GR . . . .
H29C H 0.5871 0.0884 -0.3285 0.078 Uiso 1 1 calc GR . . . .
C30 C 0.93290(18) -0.30681(14) 0.21917(14) 0.0289(4) Uani 1 1 d . . . . .
H30A H 1.0132 -0.3225 0.2380 0.035 Uiso 1 1 calc R . . . .
H30B H 0.9497 -0.3545 0.1578 0.035 Uiso 1 1 calc R . . . .
C31 C 0.8108(2) -0.33846(16) 0.31974(15) 0.0358(4) Uani 1 1 d . . . . .
H31A H 0.8228 -0.4217 0.3348 0.043 Uiso 1 1 calc R . . . .
H31B H 0.8056 -0.3028 0.3850 0.043 Uiso 1 1 calc R . . . .
C32 C 0.6796(2) -0.3014(2) 0.30390(18) 0.0443(5) Uani 1 1 d . . . . .
H32A H 0.6877 -0.3291 0.2347 0.066 Uiso 1 1 calc GR . . . .
H32B H 0.6597 -0.2184 0.3009 0.066 Uiso 1 1 calc GR . . . .
H32C H 0.6067 -0.3327 0.3659 0.066 Uiso 1 1 calc GR . . . .
C34 C 0.4197(2) 0.13340(18) 0.45284(15) 0.0399(5) Uani 1 1 d . . . . .
H34A H 0.4237 0.2143 0.4518 0.060 Uiso 1 1 calc GR . . . .
H34B H 0.4328 0.0941 0.5180 0.060 Uiso 1 1 calc GR . . . .
H34C H 0.3316 0.1238 0.4558 0.060 Uiso 1 1 calc GR . . . .
F36 F -0.07039(13) 0.26094(13) 0.49329(11) 0.0515(3) Uani 1 1 d . . . . .
F37 F 0.13291(13) 0.31574(12) 0.44317(11) 0.0473(3) Uani 1 1 d . . . . .
F38 F 0.10525(18) 0.18927(19) 0.34654(15) 0.0871(7) Uani 1 1 d . . . . .
F39 F 0.0135(3) 0.3706(3) 0.3367(3) 0.1347(11) Uani 1 1 d . . . . .
B35 B 0.0449(3) 0.2872(2) 0.4039(2) 0.0429(5) Uani 1 1 d . . . . .
Cl41 Cl 0.33845(14) 0.56307(7) 0.22121(7) 0.0984(4) Uani 1 1 d . . . . .
Cl42 Cl 0.39305(8) 0.50551(7) 0.42038(7) 0.0733(2) Uani 1 1 d . . . . .
C40 C 0.2692(3) 0.5387(2) 0.3654(2) 0.0576(6) Uani 1 1 d . . . . .
H H 0.2074 0.6072 0.3991 0.069 Uiso 1 1 calc R . . . .
HA H 0.2161 0.4754 0.3847 0.069 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
O0AA C2AA 1.434(2) . ?
O0AA C6 1.353(2) . ?
O23 C22 1.202(2) . ?
O24 C22 1.340(2) . ?
O24 C25 1.456(2) . ?
O33 C10 1.355(2) . ?
O33 C34 1.431(2) . ?
N1 C2 1.385(2) . ?
N1 C18 1.377(2) . ?
N1 C30 1.486(2) . ?
N15 C14 1.382(2) . ?
N15 C16 1.373(2) . ?
N15 C27 1.477(2) . ?
C2 C3 1.404(2) . ?
C2 C7 1.418(2) . ?
C2AA H2AA 0.9800 . ?
C2AA H2AB 0.9800 . ?
C2AA H2AC 0.9800 . ?
C3 H3 0.9500 . ?
C3 C4 1.372(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.395(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(2) . ?
C6 C7 1.429(2) . ?
C7 C8 1.438(2) . ?
C8 C9 1.429(2) . ?
C8 C17 1.413(2) . ?
C9 C10 1.434(2) . ?
C9 C14 1.421(2) . ?
C10 C11 1.373(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.394(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.369(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.409(2) . ?
C16 C17 1.426(2) . ?
C16 C21 1.404(2) . ?
C17 C18 1.430(2) . ?
C18 C19 1.405(2) . ?
C19 C20 1.398(2) . ?
C19 C22 1.487(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.377(3) . ?
C21 H21 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.502(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.525(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.515(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.528(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.517(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
F36 B35 1.395(3) . ?
F37 B35 1.378(3) . ?
F38 B35 1.391(3) . ?
F39 B35 1.344(3) . ?
Cl41 C40 1.755(3) . ?
Cl42 C40 1.751(3) . ?
C40 H 0.9900 . ?
C40 HA 0.9900 . ?

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
C6 O0AA C2AA 117.33(14) . . ?
C22 O24 C25 115.35(16) . . ?
C10 O33 C34 116.60(14) . . ?
C2 N1 C30 119.59(13) . . ?
C18 N1 C2 119.11(14) . . ?
C18 N1 C30 120.77(14) . . ?
C14 N15 C27 120.15(14) . . ?
C16 N15 C14 121.08(14) . . ?
C16 N15 C27 118.78(13) . . ?
N1 C2 C3 119.50(15) . . ?
N1 C2 C7 119.92(14) . . ?
C3 C2 C7 120.58(15) . . ?
O0AA C2AA H2AA 109.5 . . ?
O0AA C2AA H2AB 109.5 . . ?
O0AA C2AA H2AC 109.5 . . ?
H2AA C2AA H2AB 109.5 . . ?
H2AA C2AA H2AC 109.5 . . ?
H2AB C2AA H2AC 109.5 . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.83(16) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.13(16) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.65(16) . . ?
C6 C5 H5 120.2 . . ?
O0AA C6 C5 123.64(15) . . ?
O0AA C6 C7 115.82(14) . . ?
C5 C6 C7 120.40(16) . . ?
C2 C7 C6 117.77(15) . . ?
C2 C7 C8 117.96(14) . . ?
C6 C7 C8 124.19(15) . . ?
C9 C8 C7 126.93(14) . . ?
C17 C8 C7 116.09(14) . . ?
C17 C8 C9 116.97(14) . . ?
C8 C9 C10 124.15(15) . . ?
C14 C9 C8 118.39(14) . . ?
C14 C9 C10 117.42(15) . . ?
O33 C10 C9 115.68(14) . . ?
O33 C10 C11 123.30(15) . . ?
C11 C10 C9 120.87(16) . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.40(16) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 118.9 . . ?
C13 C12 C11 122.14(17) . . ?
C13 C12 H12 118.9 . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.30(16) . . ?
C14 C13 H13 120.4 . . ?
N15 C14 C9 119.62(15) . . ?
N15 C14 C13 120.32(15) . . ?
C13 C14 C9 120.06(15) . . ?
N15 C16 C17 118.20(14) . . ?
N15 C16 C21 122.17(15) . . ?
C21 C16 C17 119.59(15) . . ?
C8 C17 C16 120.39(15) . . ?
C8 C17 C18 120.40(14) . . ?
C16 C17 C18 119.22(14) . . ?
N1 C18 C17 117.54(14) . . ?
N1 C18 C19 122.48(15) . . ?
C19 C18 C17 119.88(15) . . ?
C18 C19 C22 121.05(15) . . ?
C20 C19 C18 118.39(16) . . ?
C20 C19 C22 119.61(15) . . ?
C19 C20 H20 118.6 . . ?
C21 C20 C19 122.87(15) . . ?
C21 C20 H20 118.6 . . ?
C16 C21 H21 120.2 . . ?
C20 C21 C16 119.53(16) . . ?
C20 C21 H21 120.2 . . ?
O23 C22 O24 123.93(17) . . ?
O23 C22 C19 123.98(16) . . ?
O24 C22 C19 112.04(15) . . ?
O24 C25 H25A 109.5 . . ?
O24 C25 H25B 109.5 . . ?
O24 C25 C26 110.6(2) . . ?
H25A C25 H25B 108.1 . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N15 C27 H27A 108.7 . . ?
N15 C27 H27B 108.7 . . ?
N15 C27 C28 114.23(14) . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 H27A 108.7 . . ?
C28 C27 H27B 108.7 . . ?
C27 C28 H28A 109.7 . . ?
C27 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
C29 C28 C27 109.75(16) . . ?
C29 C28 H28A 109.7 . . ?
C29 C28 H28B 109.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N1 C30 H30A 109.3 . . ?
N1 C30 H30B 109.3 . . ?
N1 C30 C31 111.66(14) . . ?
H30A C30 H30B 107.9 . . ?
C31 C30 H30A 109.3 . . ?
C31 C30 H30B 109.3 . . ?
C30 C31 H31A 109.0 . . ?
C30 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
C32 C31 C30 112.82(16) . . ?
C32 C31 H31A 109.0 . . ?
C32 C31 H31B 109.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O33 C34 H34A 109.5 . . ?
O33 C34 H34B 109.5 . . ?
O33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
F37 B35 F36 109.08(18) . . ?
F37 B35 F38 108.1(2) . . ?
F38 B35 F36 107.1(2) . . ?
F39 B35 F36 111.0(2) . . ?
F39 B35 F37 111.8(2) . . ?
F39 B35 F38 109.7(3) . . ?
Cl41 C40 H 109.2 . . ?
Cl41 C40 HA 109.2 . . ?
Cl42 C40 Cl41 112.14(16) . . ?
Cl42 C40 H 109.2 . . ?
Cl42 C40 HA 109.2 . . ?
H C40 HA 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O0AA C6 C7 C2 168.59(14) . . . . ?
O0AA C6 C7 C8 -8.1(2) . . . . ?
O33 C10 C11 C12 -172.61(17) . . . . ?
N1 C2 C3 C4 173.99(15) . . . . ?
N1 C2 C7 C6 -169.98(14) . . . . ?
N1 C2 C7 C8 6.9(2) . . . . ?
N1 C18 C19 C20 167.92(15) . . . . ?
N1 C18 C19 C22 -23.2(2) . . . . ?
N1 C30 C31 C32 50.6(2) . . . . ?
N15 C16 C17 C8 3.4(2) . . . . ?
N15 C16 C17 C18 -176.50(14) . . . . ?
N15 C16 C21 C20 173.55(16) . . . . ?
N15 C27 C28 C29 -173.72(17) . . . . ?
C2 N1 C18 C17 -28.3(2) . . . . ?
C2 N1 C18 C19 155.31(15) . . . . ?
C2 N1 C30 C31 55.9(2) . . . . ?
C2 C3 C4 C5 -1.0(3) . . . . ?
C2 C7 C8 C9 155.66(15) . . . . ?
C2 C7 C8 C17 -25.3(2) . . . . ?
C2AA O0AA C6 C5 -11.1(2) . . . . ?
C2AA O0AA C6 C7 173.12(15) . . . . ?
C3 C2 C7 C6 9.6(2) . . . . ?
C3 C2 C7 C8 -173.55(14) . . . . ?
C3 C4 C5 C6 3.3(3) . . . . ?
C4 C5 C6 O0AA -174.48(15) . . . . ?
C4 C5 C6 C7 1.1(3) . . . . ?
C5 C6 C7 C2 -7.3(2) . . . . ?
C5 C6 C7 C8 176.03(15) . . . . ?
C6 C7 C8 C9 -27.7(2) . . . . ?
C6 C7 C8 C17 151.39(15) . . . . ?
C7 C2 C3 C4 -5.6(2) . . . . ?
C7 C8 C9 C10 -26.1(2) . . . . ?
C7 C8 C9 C14 156.39(15) . . . . ?
C7 C8 C17 C16 -162.23(14) . . . . ?
C7 C8 C17 C18 17.7(2) . . . . ?
C8 C9 C10 O33 -11.2(2) . . . . ?
C8 C9 C10 C11 173.19(16) . . . . ?
C8 C9 C14 N15 8.5(2) . . . . ?
C8 C9 C14 C13 -171.80(15) . . . . ?
C8 C17 C18 N1 8.8(2) . . . . ?
C8 C17 C18 C19 -174.73(15) . . . . ?
C9 C8 C17 C16 16.9(2) . . . . ?
C9 C8 C17 C18 -163.18(14) . . . . ?
C9 C10 C11 C12 2.6(3) . . . . ?
C10 C9 C14 N15 -169.22(14) . . . . ?
C10 C9 C14 C13 10.5(2) . . . . ?
C10 C11 C12 C13 3.1(3) . . . . ?
C11 C12 C13 C14 -1.8(3) . . . . ?
C12 C13 C14 N15 174.47(17) . . . . ?
C12 C13 C14 C9 -5.2(3) . . . . ?
C14 N15 C16 C17 -18.6(2) . . . . ?
C14 N15 C16 C21 163.83(16) . . . . ?
C14 N15 C27 C28 -88.70(19) . . . . ?
C14 C9 C10 O33 166.34(14) . . . . ?
C14 C9 C10 C11 -9.2(2) . . . . ?
C16 N15 C14 C9 12.7(2) . . . . ?
C16 N15 C14 C13 -166.98(16) . . . . ?
C16 N15 C27 C28 91.26(19) . . . . ?
C16 C17 C18 N1 -171.34(14) . . . . ?
C16 C17 C18 C19 5.2(2) . . . . ?
C17 C8 C9 C10 154.87(15) . . . . ?
C17 C8 C9 C14 -22.7(2) . . . . ?
C17 C16 C21 C20 -3.9(2) . . . . ?
C17 C18 C19 C20 -8.4(2) . . . . ?
C17 C18 C19 C22 160.44(15) . . . . ?
C18 N1 C2 C3 -158.96(15) . . . . ?
C18 N1 C2 C7 20.6(2) . . . . ?
C18 N1 C30 C31 -115.65(17) . . . . ?
C18 C19 C20 C21 5.7(3) . . . . ?
C18 C19 C22 O23 -26.3(3) . . . . ?
C18 C19 C22 O24 156.23(15) . . . . ?
C19 C20 C21 C16 0.6(3) . . . . ?
C20 C19 C22 O23 142.36(18) . . . . ?
C20 C19 C22 O24 -35.1(2) . . . . ?
C21 C16 C17 C8 -179.02(15) . . . . ?
C21 C16 C17 C18 1.1(2) . . . . ?
C22 O24 C25 C26 84.7(2) . . . . ?
C22 C19 C20 C21 -163.35(16) . . . . ?
C25 O24 C22 O23 -3.2(3) . . . . ?
C25 O24 C22 C19 174.24(15) . . . . ?
C27 N15 C14 C9 -167.32(14) . . . . ?
C27 N15 C14 C13 13.0(2) . . . . ?
C27 N15 C16 C17 161.40(14) . . . . ?
C27 N15 C16 C21 -16.1(2) . . . . ?
C30 N1 C2 C3 29.4(2) . . . . ?
C30 N1 C2 C7 -151.08(15) . . . . ?
C30 N1 C18 C17 143.27(15) . . . . ?
C30 N1 C18 C19 -33.1(2) . . . . ?
C34 O33 C10 C9 177.02(16) . . . . ?
C34 O33 C10 C11 -7.5(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -1 0 0.0203 0.0065 -0.9981 0.0074 -0.0185 -0.1291 -0.0065
0 1 0 0.0203 -0.0065 0.9981 -0.0074 0.0185 0.1291 0.0065
0 0 1 0.0968 0.0029 0.0069 1.0020 -0.1020 0.0036 0.0763
0 0 -1 0.0992 -0.0029 -0.0069 -1.0020 0.1020 -0.0036 -0.0763
-1 0 -1 0.0903 -1.0010 -0.0098 -0.9967 -0.0269 0.0421 -0.1491
1 0 1 0.0903 1.0010 0.0098 0.9967 0.0269 -0.0421 0.1491

_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_spa062
_database_code_depnum_ccdc_archive 'CCDC 1443637'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-04-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H36 N3 O3, B F4'
_chemical_formula_sum            'C31 H36 B F4 N3 O3'
_chemical_formula_weight         585.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H36 B F4 N3 O3'
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'
B B 0.0090 0.0039 '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'

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

_cell_length_a                   8.8012(3)
_cell_length_b                   13.0835(4)
_cell_length_c                   14.2973(4)
_cell_angle_alpha                108.555(3)
_cell_angle_beta                 106.512(3)
_cell_angle_gamma                97.631(3)
_cell_volume                     1450.56(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11183
_cell_measurement_temperature    179.95(10)
_cell_measurement_theta_max      73.3500
_cell_measurement_theta_min      3.6420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.865
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.3089
_exptl_crystal_size_mid          0.1837
_exptl_crystal_size_min          0.0329
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0186
_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       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22881
_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         73.803
_diffrn_reflns_theta_min         3.477
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      179.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -108.00  -12.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -37.0000    0.0000 96

#__ type_ start__ end____ width___ exp.time_
  2 omega  -29.00   30.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865   37.0000 -150.0000 59

#__ type_ start__ end____ width___ exp.time_
  3 omega  -34.00   36.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865   37.0000  -30.0000 70

#__ type_ start__ end____ width___ exp.time_
  4 omega -112.00  -42.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865 -178.0000   30.0000 70

#__ type_ start__ end____ width___ exp.time_
  5 omega -123.00  -37.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  178.0000  150.0000 86

#__ type_ start__ end____ width___ exp.time_
  6 omega   88.00  125.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       37.6865  178.0000  120.0000 37

#__ type_ start__ end____ width___ exp.time_
  7 omega   62.00  113.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999 -111.0000  150.0000 51

#__ type_ start__ end____ width___ exp.time_
  8 omega   91.00  175.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   30.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  9 omega   38.00   94.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -45.0000  120.0000 56

#__ type_ start__ end____ width___ exp.time_
 10 omega   29.00   57.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -30.0000    0.0000 28

#__ type_ start__ end____ width___ exp.time_
 11 omega  149.00  175.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  111.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega   27.00  104.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000 -120.0000 77

#__ type_ start__ end____ width___ exp.time_
 13 omega   34.00  106.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000  -60.0000 72

#__ type_ start__ end____ width___ exp.time_
 14 omega   44.00   86.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -45.0000  -90.0000 42

#__ type_ start__ end____ width___ exp.time_
 15 omega   75.00  105.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   30.0000   30.0000 30

#__ type_ start__ end____ width___ exp.time_
 16 omega   42.00   93.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -45.0000   30.0000 51

#__ type_ start__ end____ width___ exp.time_
 17 omega  140.00  168.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   30.0000   30.0000 28

#__ type_ start__ end____ width___ exp.time_
 18 omega  102.00  154.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  111.0000  -90.0000 52

#__ type_ start__ end____ width___ exp.time_
 19 omega  107.00  147.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  111.0000   30.0000 40

#__ type_ start__ end____ width___ exp.time_
 20 omega   81.00  177.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   45.0000   90.0000 96

#__ type_ start__ end____ width___ exp.time_
 21 omega   33.00  105.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000   30.0000 72

#__ type_ start__ end____ width___ exp.time_
 22 omega   61.00   86.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -83.0000  106.0000 25

#__ type_ start__ end____ width___ exp.time_
 23 omega  -92.00  -66.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 24 omega  -50.00   -7.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000   90.0000 43

#__ type_ start__ end____ width___ exp.time_
 25 omega  -41.00  -16.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -37.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
 26 omega -115.00  -49.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000 -150.0000 66

#__ type_ start__ end____ width___ exp.time_
 27 omega  -47.00  -11.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000 -150.0000 36

#__ type_ start__ end____ width___ exp.time_
 28 omega   -5.00   20.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       37.6865   96.0000  -97.1471 25

#__ type_ start__ end____ width___ exp.time_
 29 omega   10.00   35.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   84.0000  -25.4268 25

#__ type_ start__ end____ width___ exp.time_
 30 omega   19.00   44.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000    4.7836 25

#__ type_ start__ end____ width___ exp.time_
 31 omega   19.00   44.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000   73.9934 25

#__ type_ start__ end____ width___ exp.time_
 32 omega   19.00   44.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   80.0000  118.5572 25

#__ type_ start__ end____ width___ exp.time_
 33 omega   19.00   44.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000  -92.3413 25

#__ type_ start__ end____ width___ exp.time_
 34 omega   19.00   44.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000  177.0088 25

#__ type_ start__ end____ width___ exp.time_
 35 omega   87.00  146.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  139.7882 59

#__ type_ start__ end____ width___ exp.time_
 36 omega   29.00   63.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  139.7882 34

#__ type_ start__ end____ width___ exp.time_
 37 omega   29.00   71.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  -97.7983 42

#__ type_ start__ end____ width___ exp.time_
 38 omega   29.00   63.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000   86.2452 34

#__ type_ start__ end____ width___ exp.time_
 39 omega   81.00  107.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  -97.7983 26

#__ type_ start__ end____ width___ exp.time_
 40 omega   30.00   62.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000 -148.9391 32

#__ type_ start__ end____ width___ exp.time_
 41 omega  102.00  146.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000 -148.9391 44

#__ type_ start__ end____ width___ exp.time_
 42 omega   34.00   71.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000    9.1794 37

#__ type_ start__ end____ width___ exp.time_
 43 omega   32.00   90.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000  -42.6809 58

#__ type_ start__ end____ width___ exp.time_
 44 omega  120.00  151.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   77.0000  174.3524 31

#__ type_ start__ end____ width___ exp.time_
 45 omega   36.00   75.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   77.0000  174.3524 39

#__ type_ start__ end____ width___ exp.time_
 46 omega   74.00  117.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  120.0000 43

#__ type_ start__ end____ width___ exp.time_
 47 omega  112.00  152.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -30.0000 40

#__ type_ start__ end____ width___ exp.time_
 48 omega   74.00  105.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -30.0000 31

#__ type_ start__ end____ width___ exp.time_
 49 omega   76.00  115.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -60.0000 39

#__ type_ start__ end____ width___ exp.time_
 50 omega  148.00  175.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 51 omega   74.00   99.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
 52 omega  126.00  171.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
 53 omega   79.00  105.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 54 omega   74.00  100.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 55 omega   78.00  105.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000 -150.0000 27

#__ type_ start__ end____ width___ exp.time_
 56 omega   74.00  163.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -120.0000 89

#__ type_ start__ end____ width___ exp.time_
 57 omega   77.00  104.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
 58 omega   74.00  117.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   30.0000 43

#__ type_ start__ end____ width___ exp.time_
 59 omega   75.00  102.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
 60 omega   78.00  114.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000   30.0000 36

#__ type_ start__ end____ width___ exp.time_
 61 omega   79.00  145.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000 -120.0000 66

#__ type_ start__ end____ width___ exp.time_
 62 omega  111.00  138.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
 63 omega   75.00  130.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -90.0000 55

#__ type_ start__ end____ width___ exp.time_
 64 omega   79.00  106.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  -90.0000 27

#__ type_ start__ end____ width___ exp.time_
 65 omega   74.00  100.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 66 omega   74.00   99.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 67 omega   81.00  107.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 68 omega   74.00  123.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -150.0000 49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1432262000
_diffrn_orient_matrix_UB_12      -0.0316649000
_diffrn_orient_matrix_UB_13      -0.1039274000
_diffrn_orient_matrix_UB_21      0.0071125000
_diffrn_orient_matrix_UB_22      0.1240844000
_diffrn_orient_matrix_UB_23      0.0223178000
_diffrn_orient_matrix_UB_31      0.1220935000
_diffrn_orient_matrix_UB_32      0.0041665000
_diffrn_orient_matrix_UB_33      -0.0582519000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5022
_reflns_number_total             5761
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         5761
_refine_ls_number_restraints     127
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0421
_refine_ls_restrained_S_all      1.145
_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)+(0.0596P)²+0.4458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1179
_refine_special_details          
;
The BF4- anion is disordered and was refined using restrains on 1-2 and 1-3 distances :
SADI F1B B1 F1A B1 F4B B1 F4A B1 F3B B1 F3A B1 F2A B1 F2B B1
SADI 0.04 F1A F2A F2A F3A F3A F4A F4A F1A F4A F2A F3A F1A
SIMU 0.04 0.08 1 F2A F1B B1 F2B F4B F3B F3A F1A F4A

Anisotropic displacement parameters were also restrained:
RIGU B1 F3A F1A F2A F4A
RIGU F1B F2B F4B F3B B1

;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F1B-B1 \\sim F1A-B1 \\sim F4B-B1 \\sim F4A-B1 \\sim F3B-B1 \\sim F3A-B1 \\sim
F2A-B1 \\sim F2B-B1
 with sigma of 0.02
 F1A-F2A \\sim F2A-F3A \\sim F3A-F4A \\sim F4A-F1A \\sim F4A-F2A \\sim F3A-F1A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
F2A \\sim F1B \\sim B1 \\sim F2B \\sim F4B \\sim F3B \\sim F3A \\sim F1A \\sim
F4A: within 1A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 B1, F1A, F2A, F3A, F4A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 B1, F3A, F1A, F2A, F4A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1B, F2B, F4B, F3B, B1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: F1A(0.51613) F2A(0.51613) F3A(0.51613) F4A(0.51613) F1B(0.48387)
 F2B(0.48387) F3B(0.48387) F4B(0.48387)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C26(H26A,H26B), C27(H27A,H27B), C29(H29A,H29B), C30(H30A,H30B),
 C35(H35A,H35B)
6.b Aromatic/amide H refined with riding coordinates:
 N34(H34), C3(H3), C4(H4), C14(H14), C15(H15), C16(H16), C20(H20), C21(H21),
 C22(H22)
6.c Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C19(H19A,H19B,H19C), C25(H25A,H25B,H25C), C28(H28A,H28B,
 H28C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O18 O 0.28558(14) 0.63189(8) -0.24751(8) 0.0346(2) Uani 1 1 d . . . . .
O24 O -0.04252(13) 0.58820(8) -0.27882(8) 0.0358(2) Uani 1 1 d . . . . .
O33 O 0.03175(12) 0.87677(8) 0.22290(8) 0.0330(2) Uani 1 1 d . . . . .
N1 N 0.20900(13) 0.44708(9) -0.02098(8) 0.0242(2) Uani 1 1 d . . . . .
N7 N 0.21669(14) 0.83578(9) 0.07309(8) 0.0252(2) Uani 1 1 d . . . . .
N34 N 0.22072(17) 0.87547(10) 0.36781(9) 0.0357(3) Uani 1 1 d . . . . .
H34 H 0.3027 0.8480 0.3920 0.043 Uiso 1 1 calc R . . . .
C0AA C 0.1327(5) 0.8447(4) 0.5474(3) 0.1186(14) Uani 1 1 d . . . . .
H0AA H 0.1642 0.7814 0.5056 0.178 Uiso 1 1 calc GR . . . .
H0AB H 0.0146 0.8358 0.5171 0.178 Uiso 1 1 calc GR . . . .
H0AC H 0.1607 0.8480 0.6199 0.178 Uiso 1 1 calc GR . . . .
C1 C 0.2206(3) 0.9483(3) 0.54691(15) 0.0782(8) Uani 1 1 d . . . . .
H1A H 0.3394 0.9530 0.5714 0.094 Uiso 1 1 calc R . . . .
H1B H 0.2009 1.0123 0.5977 0.094 Uiso 1 1 calc R . . . .
C2 C 0.21514(15) 0.54587(10) 0.05407(10) 0.0229(3) Uani 1 1 d . . . . .
C3 C 0.22186(17) 0.55590(11) 0.15548(10) 0.0278(3) Uani 1 1 d . . . . .
H3 H 0.2353 0.4956 0.1778 0.033 Uiso 1 1 calc R . . . .
C4 C 0.20884(17) 0.65378(11) 0.22312(10) 0.0284(3) Uani 1 1 d . . . . .
H4 H 0.2075 0.6574 0.2903 0.034 Uiso 1 1 calc R . . . .
C5 C 0.19747(16) 0.74794(11) 0.19774(10) 0.0252(3) Uani 1 1 d . . . . .
C6 C 0.20514(15) 0.74322(10) 0.10018(10) 0.0230(3) Uani 1 1 d . . . . .
C8 C 0.15572(16) 0.82197(11) -0.03192(10) 0.0259(3) Uani 1 1 d . . . . .
C9 C 0.12060(16) 0.71491(10) -0.11077(10) 0.0246(3) Uani 1 1 d . . . . .
C10 C 0.18197(15) 0.62966(10) -0.07976(10) 0.0225(2) Uani 1 1 d . . . . .
C11 C 0.20410(14) 0.64014(10) 0.02463(10) 0.0216(2) Uani 1 1 d . . . . .
C12 C 0.21997(15) 0.53588(10) -0.14501(10) 0.0247(3) Uani 1 1 d . . . . .
C13 C 0.22753(16) 0.44228(11) -0.11520(10) 0.0260(3) Uani 1 1 d . . . . .
C14 C 0.25221(19) 0.34545(12) -0.18175(12) 0.0348(3) Uani 1 1 d . . . . .
H14 H 0.2503 0.2811 -0.1644 0.042 Uiso 1 1 calc R . . . .
C15 C 0.2790(2) 0.34474(13) -0.27156(13) 0.0421(4) Uani 1 1 d . . . . .
H15 H 0.2919 0.2783 -0.3172 0.051 Uiso 1 1 calc R . . . .
C16 C 0.2880(2) 0.43865(13) -0.29845(12) 0.0396(3) Uani 1 1 d . . . . .
H16 H 0.3116 0.4368 -0.3597 0.048 Uiso 1 1 calc R . . . .
C17 C 0.26227(18) 0.53340(12) -0.23528(11) 0.0301(3) Uani 1 1 d . . . . .
C19 C 0.3357(3) 0.63691(16) -0.33310(14) 0.0533(5) Uani 1 1 d . . . . .
H19A H 0.2498 0.5886 -0.3998 0.080 Uiso 1 1 calc GR . . . .
H19B H 0.4368 0.6119 -0.3281 0.080 Uiso 1 1 calc GR . . . .
H19C H 0.3547 0.7136 -0.3300 0.080 Uiso 1 1 calc GR . . . .
C20 C 0.12366(19) 0.91203(12) -0.06173(12) 0.0326(3) Uani 1 1 d . . . . .
H20 H 0.1588 0.9857 -0.0106 0.039 Uiso 1 1 calc R . . . .
C21 C 0.04102(19) 0.89213(12) -0.16551(13) 0.0362(3) Uani 1 1 d . . . . .
H21 H 0.0236 0.9534 -0.1857 0.043 Uiso 1 1 calc R . . . .
C22 C -0.01827(19) 0.78454(13) -0.24240(12) 0.0350(3) Uani 1 1 d . . . . .
H22 H -0.0833 0.7723 -0.3124 0.042 Uiso 1 1 calc R . . . .
C23 C 0.01922(17) 0.69658(11) -0.21497(11) 0.0287(3) Uani 1 1 d . . . . .
C25 C -0.1454(3) 0.56241(17) -0.38458(14) 0.0644(6) Uani 1 1 d . . . . .
H25A H -0.0840 0.5940 -0.4205 0.097 Uiso 1 1 calc GR . . . .
H25B H -0.2402 0.5941 -0.3844 0.097 Uiso 1 1 calc GR . . . .
H25C H -0.1826 0.4815 -0.4214 0.097 Uiso 1 1 calc GR . . . .
C26 C 0.19549(16) 0.34570(10) 0.00383(11) 0.0261(3) Uani 1 1 d . . . . .
H26A H 0.1406 0.2801 -0.0625 0.031 Uiso 1 1 calc R . . . .
H26B H 0.1260 0.3490 0.0478 0.031 Uiso 1 1 calc R . . . .
C27 C 0.35963(17) 0.33057(11) 0.06127(12) 0.0321(3) Uani 1 1 d . . . . .
H27A H 0.4150 0.3953 0.1282 0.039 Uiso 1 1 calc R . . . .
H27B H 0.4299 0.3263 0.0177 0.039 Uiso 1 1 calc R . . . .
C28 C 0.3353(2) 0.22467(14) 0.08370(16) 0.0512(4) Uani 1 1 d . . . . .
H28A H 0.2710 0.1618 0.0181 0.077 Uiso 1 1 calc GR . . . .
H28B H 0.2772 0.2328 0.1338 0.077 Uiso 1 1 calc GR . . . .
H28C H 0.4420 0.2112 0.1137 0.077 Uiso 1 1 calc GR . . . .
C29 C 0.30726(18) 0.94775(10) 0.15372(11) 0.0299(3) Uani 1 1 d . . . . .
H29A H 0.3234 0.9463 0.2247 0.036 Uiso 1 1 calc R . . . .
H29B H 0.2419 1.0021 0.1445 0.036 Uiso 1 1 calc R . . . .
C30 C 0.4722(2) 0.98430(12) 0.14531(13) 0.0384(3) Uani 1 1 d . . . . .
H30A H 0.4555 0.9874 0.0749 0.046 Uiso 1 1 calc R . . . .
H30B H 0.5276 1.0601 0.1985 0.046 Uiso 1 1 calc R . . . .
C31 C 0.5806(2) 0.90632(16) 0.16193(17) 0.0532(5) Uani 1 1 d . . . . .
H31A H 0.5338 0.8339 0.1037 0.080 Uiso 1 1 calc GR . . . .
H31B H 0.5883 0.8970 0.2284 0.080 Uiso 1 1 calc GR . . . .
H31C H 0.6900 0.9376 0.1645 0.080 Uiso 1 1 calc GR . . . .
C32 C 0.14425(16) 0.84062(11) 0.26454(10) 0.0269(3) Uani 1 1 d . . . . .
C35 C 0.1723(3) 0.95808(15) 0.44221(14) 0.0498(4) Uani 1 1 d . . . . .
H35A H 0.0523 0.9477 0.4145 0.060 Uiso 1 1 calc R . . . .
H35B H 0.2246 1.0335 0.4499 0.060 Uiso 1 1 calc R . . . .
B1 B 0.5554(3) 0.75696(18) 0.51730(16) 0.0465(4) Uani 1 1 d D U . . .
F1A F 0.7152(5) 0.7437(4) 0.5169(4) 0.0514(8) Uani 0.5161 1 d D U P A 1
F2A F 0.5811(10) 0.8324(6) 0.6175(5) 0.0644(14) Uani 0.5161 1 d D U P A 1
F3A F 0.4714(7) 0.6510(4) 0.4891(5) 0.115(2) Uani 0.5161 1 d D U P A 1
F4A F 0.5163(5) 0.8155(6) 0.4487(5) 0.0648(14) Uani 0.5161 1 d D U P A 1
F1B F 0.6765(9) 0.7159(7) 0.5150(7) 0.119(3) Uani 0.4839 1 d D U P A 2
F2B F 0.5700(15) 0.8162(9) 0.6161(7) 0.104(3) Uani 0.4839 1 d D U P A 2
F3B F 0.4048(6) 0.6819(4) 0.4851(3) 0.0847(15) Uani 0.4839 1 d D U P A 2
F4B F 0.5110(10) 0.7963(7) 0.4421(6) 0.100(2) Uani 0.4839 1 d D U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O18 C17 1.3516(17) . ?
O18 C19 1.4305(18) . ?
O24 C23 1.3524(17) . ?
O24 C25 1.4269(18) . ?
O33 C32 1.2358(17) . ?
N1 C2 1.3751(16) . ?
N1 C13 1.3852(17) . ?
N1 C26 1.4768(15) . ?
N7 C6 1.3839(16) . ?
N7 C8 1.3850(17) . ?
N7 C29 1.4843(16) . ?
N34 H34 0.8800 . ?
N34 C32 1.3290(18) . ?
N34 C35 1.4593(19) . ?
C0AA H0AA 0.9800 . ?
C0AA H0AB 0.9800 . ?
C0AA H0AC 0.9800 . ?
C0AA C1 1.472(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C35 1.487(3) . ?
C2 C3 1.3968(18) . ?
C2 C11 1.4306(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3792(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.3985(18) . ?
C5 C6 1.3978(18) . ?
C5 C32 1.5067(18) . ?
C6 C11 1.4317(17) . ?
C8 C9 1.4179(18) . ?
C8 C20 1.4105(18) . ?
C9 C10 1.4391(17) . ?
C9 C23 1.4259(18) . ?
C10 C11 1.4077(17) . ?
C10 C12 1.4302(18) . ?
C12 C13 1.4224(18) . ?
C12 C17 1.4335(19) . ?
C13 C14 1.4075(19) . ?
C14 H14 0.9500 . ?
C14 C15 1.367(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.398(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.372(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C21 1.374(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.399(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.3790(19) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.5184(18) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.520(2) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.518(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.514(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
B1 F1A 1.440(5) . ?
B1 F2A 1.391(6) . ?
B1 F3A 1.354(5) . ?
B1 F4A 1.423(5) . ?
B1 F1B 1.259(7) . ?
B1 F2B 1.337(8) . ?
B1 F3B 1.397(5) . ?
B1 F4B 1.319(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
C17 O18 C19 118.10(12) . . ?
C23 O24 C25 118.04(12) . . ?
C2 N1 C13 121.63(11) . . ?
C2 N1 C26 118.61(11) . . ?
C13 N1 C26 119.57(11) . . ?
C6 N7 C8 119.28(11) . . ?
C6 N7 C29 120.79(11) . . ?
C8 N7 C29 119.67(10) . . ?
C32 N34 H34 119.2 . . ?
C32 N34 C35 121.69(13) . . ?
C35 N34 H34 119.2 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
C1 C0AA H0AA 109.5 . . ?
C1 C0AA H0AB 109.5 . . ?
C1 C0AA H0AC 109.5 . . ?
C0AA C1 H1A 108.7 . . ?
C0AA C1 H1B 108.7 . . ?
C0AA C1 C35 114.0(2) . . ?
H1A C1 H1B 107.6 . . ?
C35 C1 H1A 108.7 . . ?
C35 C1 H1B 108.7 . . ?
N1 C2 C3 122.65(11) . . ?
N1 C2 C11 118.31(11) . . ?
C3 C2 C11 118.93(11) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.72(11) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 118.4 . . ?
C3 C4 C5 123.28(12) . . ?
C5 C4 H4 118.4 . . ?
C4 C5 C32 119.30(12) . . ?
C6 C5 C4 118.02(12) . . ?
C6 C5 C32 121.50(11) . . ?
N7 C6 C5 122.52(11) . . ?
N7 C6 C11 117.53(11) . . ?
C5 C6 C11 119.94(11) . . ?
N7 C8 C9 119.48(11) . . ?
N7 C8 C20 121.08(12) . . ?
C20 C8 C9 119.41(12) . . ?
C8 C9 C10 118.06(11) . . ?
C8 C9 C23 117.98(12) . . ?
C23 C9 C10 123.87(12) . . ?
C11 C10 C9 116.05(11) . . ?
C11 C10 C12 117.72(11) . . ?
C12 C10 C9 126.22(11) . . ?
C2 C11 C6 119.58(11) . . ?
C10 C11 C2 120.14(11) . . ?
C10 C11 C6 120.16(11) . . ?
C10 C12 C17 123.72(12) . . ?
C13 C12 C10 118.55(11) . . ?
C13 C12 C17 117.58(12) . . ?
N1 C13 C12 119.49(11) . . ?
N1 C13 C14 120.56(12) . . ?
C14 C13 C12 119.95(12) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.48(13) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 118.9 . . ?
C14 C15 C16 122.18(14) . . ?
C16 C15 H15 118.9 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.18(14) . . ?
C17 C16 H16 120.4 . . ?
O18 C17 C12 114.99(12) . . ?
O18 C17 C16 123.85(13) . . ?
C16 C17 C12 120.98(13) . . ?
O18 C19 H19A 109.5 . . ?
O18 C19 H19B 109.5 . . ?
O18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20 120.3 . . ?
C21 C20 C8 119.31(13) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 119.0 . . ?
C20 C21 C22 122.06(13) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 118.93(13) . . ?
C23 C22 H22 120.5 . . ?
O24 C23 C9 114.38(11) . . ?
O24 C23 C22 124.73(12) . . ?
C22 C23 C9 120.74(13) . . ?
O24 C25 H25A 109.5 . . ?
O24 C25 H25B 109.5 . . ?
O24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26A 108.9 . . ?
N1 C26 H26B 108.9 . . ?
N1 C26 C27 113.23(11) . . ?
H26A C26 H26B 107.7 . . ?
C27 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
C26 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
C26 C27 C28 110.00(12) . . ?
H27A C27 H27B 108.2 . . ?
C28 C27 H27A 109.7 . . ?
C28 C27 H27B 109.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N7 C29 H29A 109.4 . . ?
N7 C29 H29B 109.4 . . ?
N7 C29 C30 111.30(11) . . ?
H29A C29 H29B 108.0 . . ?
C30 C29 H29A 109.4 . . ?
C30 C29 H29B 109.4 . . ?
C29 C30 H30A 109.2 . . ?
C29 C30 H30B 109.2 . . ?
H30A C30 H30B 107.9 . . ?
C31 C30 C29 112.10(13) . . ?
C31 C30 H30A 109.2 . . ?
C31 C30 H30B 109.2 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O33 C32 N34 124.01(13) . . ?
O33 C32 C5 120.07(12) . . ?
N34 C32 C5 115.86(12) . . ?
N34 C35 C1 111.23(16) . . ?
N34 C35 H35A 109.4 . . ?
N34 C35 H35B 109.4 . . ?
C1 C35 H35A 109.4 . . ?
C1 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
F2A B1 F1A 105.4(4) . . ?
F2A B1 F4A 105.9(5) . . ?
F3A B1 F1A 102.4(4) . . ?
F3A B1 F2A 118.2(5) . . ?
F3A B1 F4A 120.5(4) . . ?
F4A B1 F1A 101.9(3) . . ?
F1B B1 F2B 111.0(7) . . ?
F1B B1 F3B 116.6(5) . . ?
F1B B1 F4B 111.7(6) . . ?
F2B B1 F3B 100.0(6) . . ?
F4B B1 F2B 121.0(7) . . ?
F4B B1 F3B 95.2(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 -172.56(12) . . . . ?
N1 C2 C11 C6 178.11(11) . . . . ?
N1 C2 C11 C10 2.11(18) . . . . ?
N1 C13 C14 C15 -176.49(14) . . . . ?
N1 C26 C27 C28 -179.91(13) . . . . ?
N7 C6 C11 C2 171.41(11) . . . . ?
N7 C6 C11 C10 -12.59(17) . . . . ?
N7 C8 C9 C10 -13.14(19) . . . . ?
N7 C8 C9 C23 163.55(12) . . . . ?
N7 C8 C20 C21 -170.40(13) . . . . ?
N7 C29 C30 C31 -60.75(17) . . . . ?
C0AA C1 C35 N34 -66.9(3) . . . . ?
C2 N1 C13 C12 -12.83(18) . . . . ?
C2 N1 C13 C14 167.74(12) . . . . ?
C2 N1 C26 C27 -85.64(15) . . . . ?
C2 C3 C4 C5 -3.5(2) . . . . ?
C3 C2 C11 C6 1.87(18) . . . . ?
C3 C2 C11 C10 -174.13(12) . . . . ?
C3 C4 C5 C6 -2.2(2) . . . . ?
C3 C4 C5 C32 165.66(13) . . . . ?
C4 C5 C6 N7 -171.30(12) . . . . ?
C4 C5 C6 C11 7.57(19) . . . . ?
C4 C5 C32 O33 -128.46(14) . . . . ?
C4 C5 C32 N34 48.99(18) . . . . ?
C5 C6 C11 C2 -7.52(18) . . . . ?
C5 C6 C11 C10 168.48(12) . . . . ?
C6 N7 C8 C9 -15.68(18) . . . . ?
C6 N7 C8 C20 162.52(13) . . . . ?
C6 N7 C29 C30 104.17(14) . . . . ?
C6 C5 C32 O33 38.92(19) . . . . ?
C6 C5 C32 N34 -143.63(13) . . . . ?
C8 N7 C6 C5 -152.56(12) . . . . ?
C8 N7 C6 C11 28.54(17) . . . . ?
C8 N7 C29 C30 -69.90(16) . . . . ?
C8 C9 C10 C11 27.99(17) . . . . ?
C8 C9 C10 C12 -152.83(13) . . . . ?
C8 C9 C23 O24 -164.02(12) . . . . ?
C8 C9 C23 C22 11.8(2) . . . . ?
C8 C20 C21 C22 2.5(2) . . . . ?
C9 C8 C20 C21 7.8(2) . . . . ?
C9 C10 C11 C2 160.75(11) . . . . ?
C9 C10 C11 C6 -15.23(17) . . . . ?
C9 C10 C12 C13 -159.71(12) . . . . ?
C9 C10 C12 C17 24.8(2) . . . . ?
C10 C9 C23 O24 12.5(2) . . . . ?
C10 C9 C23 C22 -171.76(13) . . . . ?
C10 C12 C13 N1 -4.29(18) . . . . ?
C10 C12 C13 C14 175.14(12) . . . . ?
C10 C12 C17 O18 8.47(19) . . . . ?
C10 C12 C17 C16 -176.07(14) . . . . ?
C11 C2 C3 C4 3.5(2) . . . . ?
C11 C10 C12 C13 19.46(17) . . . . ?
C11 C10 C12 C17 -156.03(12) . . . . ?
C12 C10 C11 C2 -18.50(17) . . . . ?
C12 C10 C11 C6 165.52(11) . . . . ?
C12 C13 C14 C15 4.1(2) . . . . ?
C13 N1 C2 C3 -169.97(12) . . . . ?
C13 N1 C2 C11 13.94(18) . . . . ?
C13 N1 C26 C27 89.51(14) . . . . ?
C13 C12 C17 O18 -167.06(12) . . . . ?
C13 C12 C17 C16 8.4(2) . . . . ?
C13 C14 C15 C16 2.1(3) . . . . ?
C14 C15 C16 C17 -2.9(3) . . . . ?
C15 C16 C17 O18 172.48(14) . . . . ?
C15 C16 C17 C12 -2.6(2) . . . . ?
C17 C12 C13 N1 171.48(12) . . . . ?
C17 C12 C13 C14 -9.09(19) . . . . ?
C19 O18 C17 C12 177.10(14) . . . . ?
C19 O18 C17 C16 1.8(2) . . . . ?
C20 C8 C9 C10 168.63(12) . . . . ?
C20 C8 C9 C23 -14.7(2) . . . . ?
C20 C21 C22 C23 -5.6(2) . . . . ?
C21 C22 C23 O24 173.55(14) . . . . ?
C21 C22 C23 C9 -1.8(2) . . . . ?
C23 C9 C10 C11 -148.48(13) . . . . ?
C23 C9 C10 C12 30.7(2) . . . . ?
C25 O24 C23 C9 180.00(16) . . . . ?
C25 O24 C23 C22 4.4(2) . . . . ?
C26 N1 C2 C3 5.08(18) . . . . ?
C26 N1 C2 C11 -171.01(11) . . . . ?
C26 N1 C13 C12 172.16(11) . . . . ?
C26 N1 C13 C14 -7.27(18) . . . . ?
C29 N7 C6 C5 33.35(18) . . . . ?
C29 N7 C6 C11 -145.55(12) . . . . ?
C29 N7 C8 C9 158.47(12) . . . . ?
C29 N7 C8 C20 -23.32(19) . . . . ?
C32 N34 C35 C1 155.46(18) . . . . ?
C32 C5 C6 N7 21.17(19) . . . . ?
C32 C5 C6 C11 -159.96(12) . . . . ?
C35 N34 C32 O33 2.5(2) . . . . ?
C35 N34 C32 C5 -174.79(14) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 1 0 0.0165 0.0033 0.9994 -0.0075 -0.0313 0.1239 0.0050
0 -1 0 0.0165 -0.0033 -0.9994 0.0075 0.0313 -0.1239 -0.0050
1 0 1 0.0822 0.9954 0.0003 1.0082 -0.2474 0.0296 0.0628
-1 0 -1 0.0822 -0.9954 -0.0003 -1.0082 0.2474 -0.0296 -0.0628
-1 0 1 0.0918 -1.0003 0.0105 0.9921 0.0398 0.0163 -0.1799
1 0 -1 0.0918 1.0003 -0.0105 -0.9921 -0.0398 -0.0163 0.1799

_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_spa064
_database_code_depnum_ccdc_archive 'CCDC 1443638'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-09-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H38 N3 O3, 0.5(C7 H8), B F4'
_chemical_formula_sum            'C35.50 H42 B F4 N3 O3'
_chemical_formula_weight         645.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C38 H37 B1 F4 N3 O3'
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'
B B 0.0090 0.0039 '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'

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

_cell_length_a                   11.0563(3)
_cell_length_b                   13.2880(4)
_cell_length_c                   14.0408(5)
_cell_angle_alpha                115.683(3)
_cell_angle_beta                 92.594(3)
_cell_angle_gamma                112.243(3)
_cell_volume                     1665.63(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12382
_cell_measurement_temperature    180.00(14)
_cell_measurement_theta_max      73.2210
_cell_measurement_theta_min      4.0740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.803
_exptl_absorpt_correction_T_max  0.944
_exptl_absorpt_correction_T_min  0.721
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             682
_exptl_crystal_size_max          0.5334
_exptl_crystal_size_mid          0.4221
_exptl_crystal_size_min          0.0689
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25669
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         73.407
_diffrn_reflns_theta_min         4.116
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -34.00   -7.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -57.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega  -49.00   39.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365   38.0000   90.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega    5.00   30.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   88.0000   28.3284 25

#__ type_ start__ end____ width___ exp.time_
  4 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   80.0000   29.3821 25

#__ type_ start__ end____ width___ exp.time_
  5 omega   32.00   58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000   43.2387 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   32.00   71.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000   68.2808 39

#__ type_ start__ end____ width___ exp.time_
  7 omega   95.00  151.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000   43.2387 56

#__ type_ start__ end____ width___ exp.time_
  8 omega  124.00  149.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000   68.2808 25

#__ type_ start__ end____ width___ exp.time_
  9 omega  109.00  135.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000  133.2011 26

#__ type_ start__ end____ width___ exp.time_
 10 omega  117.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   60.0000 61

#__ type_ start__ end____ width___ exp.time_
 11 omega  148.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000    0.0000 30

#__ type_ start__ end____ width___ exp.time_
 12 omega  123.00  148.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   75.0000 -102.9079 25

#__ type_ start__ end____ width___ exp.time_
 13 omega  113.00  139.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 14 omega  111.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -150.0000 67

#__ type_ start__ end____ width___ exp.time_
 15 omega   91.00  120.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000  -41.2268 29

#__ type_ start__ end____ width___ exp.time_
 16 omega   74.00  100.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 17 omega   79.00  106.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
 18 omega   77.00  134.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -30.0000 57

#__ type_ start__ end____ width___ exp.time_
 19 omega   80.00  107.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000 -120.0000 27

#__ type_ start__ end____ width___ exp.time_
 20 omega   75.00  100.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 21 omega   74.00  149.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -120.0000 75

#__ type_ start__ end____ width___ exp.time_
 22 omega   77.00  103.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 23 omega   75.00  145.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000    0.0000 70

#__ type_ start__ end____ width___ exp.time_
 24 omega  113.00  172.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  120.0000 59

#__ type_ start__ end____ width___ exp.time_
 25 omega   79.00  115.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  150.0000 36

#__ type_ start__ end____ width___ exp.time_
 26 omega   77.00  177.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   90.0000 100

#__ type_ start__ end____ width___ exp.time_
 27 omega   74.00  100.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 28 omega   74.00  147.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   30.0000 73

#__ type_ start__ end____ width___ exp.time_
 29 omega   77.00  103.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 30 omega   77.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000   90.0000 35

#__ type_ start__ end____ width___ exp.time_
 31 omega   77.00  103.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 32 omega   74.00  100.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 33 omega   74.00  150.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  150.0000 76

#__ type_ start__ end____ width___ exp.time_
 34 omega   75.00  176.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -30.0000 101

#__ type_ start__ end____ width___ exp.time_
 35 omega   74.00  153.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -180.0000 79

#__ type_ start__ end____ width___ exp.time_
 36 omega   75.00  177.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -90.0000 102

#__ type_ start__ end____ width___ exp.time_
 37 omega   57.00  118.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.9365  178.0000  -60.0000 61

#__ type_ start__ end____ width___ exp.time_
 38 omega   57.00  130.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.9365  178.0000   90.0000 73

#__ type_ start__ end____ width___ exp.time_
 39 omega   32.00   58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000  -41.2268 26

#__ type_ start__ end____ width___ exp.time_
 40 omega   29.00   65.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000  -10.2536 36

#__ type_ start__ end____ width___ exp.time_
 41 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000  -99.7785 25

#__ type_ start__ end____ width___ exp.time_
 42 omega   36.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   75.0000 -102.9079 54

#__ type_ start__ end____ width___ exp.time_
 43 omega   47.00   79.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       80.0000   57.0000 -128.1854 32

#__ type_ start__ end____ width___ exp.time_
 44 omega   28.00   57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000 -158.4851 29

#__ type_ start__ end____ width___ exp.time_
 45 omega    9.00   34.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   86.0000 -130.9621 25

#__ type_ start__ end____ width___ exp.time_
 46 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000  -51.7877 25

#__ type_ start__ end____ width___ exp.time_
 47 omega   20.00   45.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   79.0000   86.0849 25

#__ type_ start__ end____ width___ exp.time_
 48 omega   25.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000  133.2011 28

#__ type_ start__ end____ width___ exp.time_
 49 omega   25.00   50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   76.0000  172.1961 25

#__ type_ start__ end____ width___ exp.time_
 50 omega   28.00   89.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000   60.0000 61

#__ type_ start__ end____ width___ exp.time_
 51 omega   91.00  116.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 52 omega   45.00   87.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000   30.0000 42

#__ type_ start__ end____ width___ exp.time_
 53 omega   35.00  107.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000  120.0000 72

#__ type_ start__ end____ width___ exp.time_
 54 omega   30.00  109.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000  -90.0000 79

#__ type_ start__ end____ width___ exp.time_
 55 omega   35.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.9365 -139.0000 -169.0000 56

#__ type_ start__ end____ width___ exp.time_
 56 omega   23.00  108.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000 -180.0000 85

#__ type_ start__ end____ width___ exp.time_
 57 omega -117.00   -6.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -57.0000  150.0000 111

#__ type_ start__ end____ width___ exp.time_
 58 omega -117.00  -36.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -57.0000  -60.0000 81

#__ type_ start__ end____ width___ exp.time_
 59 omega -123.00   -3.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.9365  -77.0000   60.0000 120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1029926000
_diffrn_orient_matrix_UB_12      0.0254934000
_diffrn_orient_matrix_UB_13      0.0951215000
_diffrn_orient_matrix_UB_21      -0.0641646000
_diffrn_orient_matrix_UB_22      0.0715848000
_diffrn_orient_matrix_UB_23      0.0821885000
_diffrn_orient_matrix_UB_31      -0.0972669000
_diffrn_orient_matrix_UB_32      -0.1216524000
_diffrn_orient_matrix_UB_33      -0.0039576000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5743
_reflns_number_total             6598
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     531
_refine_ls_number_reflns         6598
_refine_ls_number_restraints     257
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1011P)²+0.5666P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1675
_refine_ls_wR_factor_ref         0.1748
_refine_special_details          
;
The BF4 ion is slightly disordered and was refined with 2 positions (occupancy 0.8 and 0.2 respectively). SADI restraints were applied on 1,2 and 1,3 distances. RIGU restraints were applied on anisotropic displacement parameters.


SADI F2B B1 F3 B1 F4B B1 F4 B1 F3B B1 F1 B1 F1B B1
SADI 0.04 F1 F2 F1 F3 F1 F4 F2 F3 F2 F4 F3 F4
RIGU B1 F3B F1B F4B F2B
RIGU F1 F4 F2 F3 B1

There is one chain Ch2Ch3 chain that is disordered. It was refined using two positions. SADI and RIGU restraints were applied 
SADI N33 C36A N33 C36
SADI C37A C36A C37 C36
RIGU N33 C36 C37A
RIGU N33 C37 C36

Finally, there is a very disordered toluene molecule which was modelled using two rigid body with occupancy 0.25 each. The anisotropic displacement parameters are large but the stoichiometry is well-consistent with the SQUEEZE/BYPASS procedure where the hole at the position of the toluene molecule (0.5 0 0 on the symmetry centre) contained 50 electrons. Using the "squeezed" data gave slightly better agreement factor for the refinement but the model with the solvent molecule was preferred.


SADI N33 C36A N33 C36
SADI C37A C36 C37 C36A
SADI C37A C36A C37 C36
SIMU 0.04 0.08 1.1 C40 C41 C42 C43 C44 C45 C46 C47 C48 C53 C52 C51 C50 C49
RIGU N33 C36 C37A
RIGU N33 C37 C36
RIGU C47 C48 C53 C49 C52 C50 C51
RIGU C44 C40 C41 C42 C46 C43 C45
EADP C49 C42 C41 C50
;



_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
 F2B-B1 \\sim F3-B1 \\sim F4B-B1 \\sim F4-B1 \\sim F3B-B1 \\sim F1-B1 \\sim
F1B-B1
 with sigma of 0.02
 F1-F2 \\sim F1-F3 \\sim F1-F4 \\sim F2-F3 \\sim F2-F4 \\sim F3-F4
 with sigma of 0.04
 N33-C36A \\sim N33-C36
 with sigma of 0.02
 C37A-C36A \\sim C37-C36
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C47 \\sim C48 \\sim C49 \\sim C50 \\sim C51 \\sim C52 \\sim C53 \\sim C40 \\sim
C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46: within 1.1A with sigma
of 0.04 and sigma for terminal atoms of 0.08
Uanis(C49) = Uanis(C42) = Uanis(C41) = Uanis(C50)
4. Rigid body (RIGU) restrains
 B1, F1B, F2B, F3B, F4B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 B1, F1, F2, F3, F4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N33, C37A, C36
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N33, C36, C37
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C47, C48, C49, C50, C51, C52, C53
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C40, C41, C42, C43, C44, C45, C46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(F4B)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=FVAR(1)
 Sof(C36A)=Sof(H36A)=Sof(H36B)=Sof(C37A)=Sof(H37D)=Sof(H37E)=Sof(H37F)=1-FVAR(2)
 Sof(C36)=Sof(H36C)=Sof(H36D)=Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(H37C)=FVAR(2)
 Fixed Sof: C47(0.25) H47A(0.25) H47B(0.25) H47C(0.25) C48(0.25) C49(0.25)
 H49(0.25) C50(0.25) H50(0.25) C51(0.25) H51(0.25) C52(0.25) H52(0.25)
 C53(0.25) H53(0.25) C40(0.25) H40A(0.25) H40B(0.25) H40C(0.25) C41(0.25)
 C42(0.25) H42(0.25) C43(0.25) H43(0.25) C44(0.25) H44(0.25) C45(0.25)
 H45(0.25) C46(0.25) H46(0.25)
6.a Free rotating group:
 C47(C48,C49,C50,C51,C52,C53), C40(C41,C42,C43,C44,C45,C46,B1,F1,F2,F3,F4,F1B,
 F2B,F3B,F4B)
6.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C34(H34A,
 H34B), C36A(H36A,H36B), C36(H36C,H36D)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20),
 C49(H49), C50(H50), C51(H51), C52(H52), C53(H53), C42(H42), C43(H43), C44(H44),
  C45(H45), C46(H46)
6.d Idealised Me refined as rotating group:
 C1AA(H1AA,H1AB,H1AC), C11(H11A,H11B,H11C), C17(H17A,H17B,H17C), C30(H30A,H30B,
 H30C), C35(H35A,H35B,H35C), C37A(H37D,H37E,H37F), C37(H37A,H37B,H37C),
 C47(H47A,H47B,H47C), C40(H40A,H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O10 O 0.49848(12) 0.60473(11) 0.40501(11) 0.0453(3) Uani 1 1 d . . . . .
O16 O 0.68998(13) 0.60403(11) 0.29008(10) 0.0454(3) Uani 1 1 d . . . . .
O32 O 1.19656(13) 1.13178(12) 0.74838(11) 0.0504(3) Uani 1 1 d . . . . .
N4 N 0.68728(15) 0.99900(13) 0.42082(12) 0.0388(3) Uani 1 1 d . . . . .
N22 N 0.91533(14) 0.91683(12) 0.65778(11) 0.0373(3) Uani 1 1 d . . . . .
N33 N 1.14935(18) 1.27778(15) 0.87618(13) 0.0527(4) Uani 1 1 d D U . . .
C1 C 0.96844(18) 1.21231(15) 0.66592(14) 0.0405(4) Uani 1 1 d . . . . .
H1 H 1.0246 1.2992 0.7091 0.049 Uiso 1 1 calc R . . . .
C1AA C 0.6355(3) 1.2456(2) 0.3763(2) 0.0696(6) Uani 1 1 d . . . . .
H1AA H 0.6041 1.1992 0.2965 0.104 Uiso 1 1 calc GR . . . .
H1AB H 0.7320 1.3020 0.3978 0.104 Uiso 1 1 calc GR . . . .
H1AC H 0.5852 1.2941 0.4066 0.104 Uiso 1 1 calc GR . . . .
C2 C 0.86802(18) 1.17242(15) 0.57812(15) 0.0408(4) Uani 1 1 d . . . . .
H2 H 0.8553 1.2310 0.5624 0.049 Uiso 1 1 calc R . . . .
C3 C 0.78478(17) 1.04476(15) 0.51220(13) 0.0362(3) Uani 1 1 d . . . . .
C5 C 0.58846(17) 0.87755(16) 0.37043(14) 0.0404(4) Uani 1 1 d . . . . .
C6 C 0.4735(2) 0.83888(19) 0.29210(17) 0.0514(5) Uani 1 1 d . . . . .
H6 H 0.4659 0.8944 0.2694 0.062 Uiso 1 1 calc R . . . .
C7 C 0.3724(2) 0.7200(2) 0.24889(18) 0.0570(5) Uani 1 1 d . . . . .
H7 H 0.2964 0.6936 0.1942 0.068 Uiso 1 1 calc R . . . .
C8 C 0.37737(19) 0.63690(18) 0.28242(16) 0.0509(5) Uani 1 1 d . . . . .
H8 H 0.3040 0.5565 0.2534 0.061 Uiso 1 1 calc R . . . .
C9 C 0.48924(17) 0.67235(16) 0.35778(15) 0.0414(4) Uani 1 1 d . . . . .
C11 C 0.3878(2) 0.48528(19) 0.36771(19) 0.0578(5) Uani 1 1 d . . . . .
H11A H 0.3749 0.4330 0.2894 0.087 Uiso 1 1 calc GR . . . .
H11B H 0.3056 0.4952 0.3807 0.087 Uiso 1 1 calc GR . . . .
H11C H 0.4069 0.4457 0.4075 0.087 Uiso 1 1 calc GR . . . .
C12 C 0.60293(17) 0.79147(15) 0.39858(14) 0.0377(4) Uani 1 1 d . . . . .
C13 C 0.72701(16) 0.82972(14) 0.46928(13) 0.0346(3) Uani 1 1 d . . . . .
C14 C 0.78167(16) 0.75041(14) 0.47692(13) 0.0358(3) Uani 1 1 d . . . . .
C15 C 0.75588(17) 0.63181(15) 0.38825(14) 0.0394(4) Uani 1 1 d . . . . .
C17 C 0.6545(2) 0.48355(18) 0.20021(18) 0.0592(5) Uani 1 1 d . . . . .
H17A H 0.6010 0.4728 0.1359 0.089 Uiso 1 1 calc GR . . . .
H17B H 0.6013 0.4197 0.2187 0.089 Uiso 1 1 calc GR . . . .
H17C H 0.7367 0.4755 0.1843 0.089 Uiso 1 1 calc GR . . . .
C18 C 0.80540(19) 0.55799(16) 0.40362(16) 0.0454(4) Uani 1 1 d . . . . .
H18 H 0.7861 0.4782 0.3450 0.054 Uiso 1 1 calc R . . . .
C19 C 0.88422(19) 0.60096(17) 0.50584(17) 0.0467(4) Uani 1 1 d . . . . .
H19 H 0.9146 0.5478 0.5166 0.056 Uiso 1 1 calc R . . . .
C20 C 0.91933(18) 0.71735(16) 0.59123(16) 0.0426(4) Uani 1 1 d . . . . .
H20 H 0.9747 0.7451 0.6597 0.051 Uiso 1 1 calc R . . . .
C21 C 0.87219(16) 0.79486(15) 0.57595(14) 0.0372(4) Uani 1 1 d . . . . .
C23 C 0.90775(16) 1.00380(14) 0.63176(13) 0.0351(3) Uani 1 1 d . . . . .
C24 C 0.80555(16) 0.95872(14) 0.53791(13) 0.0344(3) Uani 1 1 d . . . . .
C25 C 0.99218(17) 1.13211(15) 0.69494(13) 0.0374(4) Uani 1 1 d . . . . .
C26 C 0.69240(19) 1.08080(17) 0.37458(15) 0.0435(4) Uani 1 1 d . . . . .
H26A H 0.6566 1.0292 0.2944 0.052 Uiso 1 1 calc R . . . .
H26B H 0.7879 1.1393 0.3895 0.052 Uiso 1 1 calc R . . . .
C27 C 0.6129(2) 1.15564(18) 0.41950(17) 0.0499(4) Uani 1 1 d . . . . .
H27A H 0.5155 1.0984 0.3977 0.060 Uiso 1 1 calc R . . . .
H27B H 0.6421 1.2022 0.5002 0.060 Uiso 1 1 calc R . . . .
C28 C 0.95742(19) 0.94857(17) 0.77257(15) 0.0446(4) Uani 1 1 d . . . . .
H28A H 0.9838 1.0381 0.8206 0.053 Uiso 1 1 calc R . . . .
H28B H 1.0376 0.9341 0.7819 0.053 Uiso 1 1 calc R . . . .
C29 C 0.8466(2) 0.8726(2) 0.80751(17) 0.0544(5) Uani 1 1 d . . . . .
H29A H 0.8312 0.7847 0.7681 0.065 Uiso 1 1 calc R . . . .
H29B H 0.8771 0.9035 0.8865 0.065 Uiso 1 1 calc R . . . .
C30 C 0.7153(3) 0.8781(3) 0.7860(2) 0.0771(7) Uani 1 1 d . . . . .
H30A H 0.6787 0.8383 0.7071 0.116 Uiso 1 1 calc GR . . . .
H30B H 0.7308 0.9652 0.8203 0.116 Uiso 1 1 calc GR . . . .
H30C H 0.6508 0.8343 0.8165 0.116 Uiso 1 1 calc GR . . . .
C31 C 1.12003(18) 1.18009(15) 0.77604(14) 0.0412(4) Uani 1 1 d . . . . .
C34 C 1.2804(3) 1.3271(2) 0.9498(2) 0.0699(6) Uani 1 1 d . . . . .
H34A H 1.3135 1.4176 0.9985 0.084 Uiso 1 1 calc R . . . .
H34B H 1.3465 1.3149 0.9062 0.084 Uiso 1 1 calc R . . . .
C35 C 1.2715(3) 1.2650(3) 1.0175(3) 0.0949(10) Uani 1 1 d . . . . .
H35A H 1.2386 1.1753 0.9696 0.142 Uiso 1 1 calc GR . . . .
H35B H 1.2090 1.2798 1.0631 0.142 Uiso 1 1 calc GR . . . .
H35C H 1.3611 1.2990 1.0642 0.142 Uiso 1 1 calc GR . . . .
C36A C 1.0422(11) 1.2987(8) 0.9274(8) 0.069(3) Uani 0.433(7) 1 d D . P A 1
H36A H 1.0357 1.2762 0.9862 0.083 Uiso 0.433(7) 1 calc R . P A 1
H36B H 0.9540 1.2478 0.8727 0.083 Uiso 0.433(7) 1 calc R . P A 1
C37A C 1.0809(13) 1.4365(7) 0.9738(6) 0.121(4) Uani 0.433(7) 1 d D U P A 1
H37D H 1.0749 1.4551 0.9139 0.182 Uiso 0.433(7) 1 calc GR . P A 1
H37E H 1.1735 1.4855 1.0198 0.182 Uiso 0.433(7) 1 calc GR . P A 1
H37F H 1.0191 1.4579 1.0178 0.182 Uiso 0.433(7) 1 calc GR . P A 1
C36 C 1.0574(6) 1.3386(5) 0.9198(5) 0.0509(13) Uani 0.567(7) 1 d D U P A 2
H36C H 1.0349 1.3681 0.8709 0.061 Uiso 0.567(7) 1 calc R . P A 2
H36D H 1.1067 1.4123 0.9928 0.061 Uiso 0.567(7) 1 calc R . P A 2
C37 C 0.9269(5) 1.2518(4) 0.9293(3) 0.0616(12) Uani 0.567(7) 1 d D U P A 2
H37A H 0.8713 1.1847 0.8562 0.092 Uiso 0.567(7) 1 calc GR . P A 2
H37B H 0.8772 1.2987 0.9657 0.092 Uiso 0.567(7) 1 calc GR . P A 2
H37C H 0.9481 1.2160 0.9720 0.092 Uiso 0.567(7) 1 calc GR . P A 2
C47 C 0.680(2) 1.2006(15) 1.002(2) 0.203(11) Uani 0.25 1 d . U P B -2
H47A H 0.7383 1.2499 1.0766 0.305 Uiso 0.25 1 calc GR . P B -2
H47B H 0.6395 1.2486 0.9887 0.305 Uiso 0.25 1 calc GR . P B -2
H47C H 0.7346 1.1807 0.9499 0.305 Uiso 0.25 1 calc GR . P B -2
C48 C 0.5708(16) 1.0818(12) 0.9888(11) 0.210(11) Uani 0.25 1 d G U P B -2
C49 C 0.5998(15) 1.0121(13) 1.0300(10) 0.130(3) Uani 0.25 1 d G U P B -2
H49 H 0.6903 1.0393 1.0653 0.156 Uiso 0.25 1 calc R . P B -2
C50 C 0.498(2) 0.9035(12) 1.0199(11) 0.130(3) Uani 0.25 1 d G U P B -2
H50 H 0.5196 0.8575 1.0484 0.156 Uiso 0.25 1 calc R . P B -2
C51 C 0.3646(18) 0.8622(13) 0.9681(13) 0.158(7) Uani 0.25 1 d G U P B -2
H51 H 0.2952 0.7884 0.9613 0.189 Uiso 0.25 1 calc R . P B -2
C52 C 0.3342(15) 0.9304(18) 0.9263(13) 0.171(8) Uani 0.25 1 d G U P B -2
H52 H 0.2437 0.9028 0.8908 0.205 Uiso 0.25 1 calc R . P B -2
C53 C 0.4365(18) 1.0390(17) 0.9367(11) 0.152(6) Uani 0.25 1 d G U P B -2
H53 H 0.4147 1.0846 0.9079 0.182 Uiso 0.25 1 calc R . P B -2
C40 C 0.408(2) 0.8333(12) 1.0141(12) 0.126(7) Uani 0.25 1 d . U P C -1
H40A H 0.4855 0.8268 1.0422 0.189 Uiso 0.25 1 calc GR . P C -1
H40B H 0.3562 0.7596 0.9429 0.189 Uiso 0.25 1 calc GR . P C -1
H40C H 0.3498 0.8387 1.0651 0.189 Uiso 0.25 1 calc GR . P C -1
C41 C 0.4559(13) 0.9483(10) 1.0017(8) 0.130(3) Uani 0.25 1 d G U P C -1
C42 C 0.5868(13) 1.0447(14) 1.0559(11) 0.130(3) Uani 0.25 1 d G U P C -1
H42 H 0.6466 1.0364 1.0995 0.156 Uiso 0.25 1 calc R . P C -1
C43 C 0.6307(13) 1.1526(13) 1.0466(12) 0.118(5) Uani 0.25 1 d G U P C -1
H43 H 0.7197 1.2170 1.0840 0.141 Uiso 0.25 1 calc R . P C -1
C44 C 0.5441(17) 1.1662(11) 0.9826(11) 0.126(6) Uani 0.25 1 d G U P C -1
H44 H 0.5738 1.2396 0.9763 0.152 Uiso 0.25 1 calc R . P C -1
C45 C 0.4136(16) 1.0709(12) 0.9279(11) 0.131(5) Uani 0.25 1 d G U P C -1
H45 H 0.3541 1.0793 0.8841 0.157 Uiso 0.25 1 calc R . P C -1
C46 C 0.3702(12) 0.9631(11) 0.9375(9) 0.119(5) Uani 0.25 1 d G U P C -1
H46 H 0.2812 0.8988 0.8999 0.143 Uiso 0.25 1 calc R . P C -1
B1 B 0.9910(3) 0.5723(3) 0.7546(2) 0.0599(6) Uani 1 1 d DG U . . .
F1 F 0.9113(3) 0.6265(2) 0.8028(3) 0.0624(6) Uani 0.821(5) 1 d DG U P D 1
F2 F 1.09332(17) 0.65254(16) 0.73040(18) 0.0749(7) Uani 0.821(5) 1 d DG U P D 1
F3 F 0.9120(3) 0.46659(19) 0.65282(16) 0.0665(6) Uani 0.821(5) 1 d DG U P D 1
F4 F 1.0463(3) 0.5357(3) 0.81337(19) 0.0900(9) Uani 0.821(5) 1 d DG U P D 1
F1B F 0.948(2) 0.6626(19) 0.8139(18) 0.120(6) Uani 0.179(5) 1 d DG U P D 2
F2B F 0.952(2) 0.517(2) 0.6522(10) 0.141(7) Uani 0.179(5) 1 d DG U P D 2
F3B F 1.1223(10) 0.6312(10) 0.8168(13) 0.125(5) Uani 0.179(5) 1 d DG U P D 2
F4B F 0.9501(18) 0.5055(14) 0.8148(12) 0.130(5) Uani 0.179(5) 1 d DG U P D 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O10 C9 1.355(2) . ?
O10 C11 1.429(2) . ?
O16 C15 1.353(2) . ?
O16 C17 1.427(2) . ?
O32 C31 1.226(2) . ?
N4 C3 1.371(2) . ?
N4 C5 1.380(2) . ?
N4 C26 1.475(2) . ?
N22 C21 1.388(2) . ?
N22 C23 1.383(2) . ?
N22 C28 1.479(2) . ?
N33 C31 1.351(2) . ?
N33 C34 1.469(3) . ?
N33 C36A 1.467(9) . ?
N33 C36 1.520(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.378(3) . ?
C1 C25 1.396(2) . ?
C1AA H1AA 0.9800 . ?
C1AA H1AB 0.9800 . ?
C1AA H1AC 0.9800 . ?
C1AA C27 1.508(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.401(2) . ?
C3 C24 1.428(2) . ?
C5 C6 1.407(3) . ?
C5 C12 1.420(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.372(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.393(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.371(3) . ?
C9 C12 1.434(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.427(2) . ?
C13 C14 1.436(2) . ?
C13 C24 1.410(2) . ?
C14 C15 1.429(2) . ?
C14 C21 1.414(2) . ?
C15 C18 1.374(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C18 C19 1.395(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.370(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.402(2) . ?
C23 C24 1.429(2) . ?
C23 C25 1.405(2) . ?
C25 C31 1.498(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.526(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.519(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.504(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.490(4) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36A H36A 0.9900 . ?
C36A H36B 0.9900 . ?
C36A C37A 1.520(9) . ?
C37A H37D 0.9800 . ?
C37A H37E 0.9800 . ?
C37A H37F 0.9800 . ?
C36 H36C 0.9900 . ?
C36 H36D 0.9900 . ?
C36 C37 1.524(6) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C47 C48 1.5072 . ?
C48 C49 1.4026 . ?
C48 C53 1.4021 . ?
C49 H49 0.9500 . ?
C49 C50 1.3961 . ?
C50 H50 0.9500 . ?
C50 C51 1.3965 . ?
C51 H51 0.9500 . ?
C51 C52 1.3969 . ?
C52 H52 0.9500 . ?
C52 C53 1.3965 . ?
C53 H53 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C40 C41 1.5073 . ?
C41 C42 1.4026 . ?
C41 C46 1.4019 . ?
C42 H42 0.9500 . ?
C42 C43 1.3967 . ?
C43 H43 0.9500 . ?
C43 C44 1.3969 . ?
C44 H44 0.9500 . ?
C44 C45 1.3962 . ?
C45 H45 0.9500 . ?
C45 C46 1.3973 . ?
C46 H46 0.9500 . ?
B1 F1 1.366(3) . ?
B1 F2 1.402(3) . ?
B1 F3 1.413(4) . ?
B1 F4 1.349(3) . ?
B1 F1B 1.397(13) . ?
B1 F2B 1.258(12) . ?
B1 F3B 1.384(9) . ?
B1 F4B 1.446(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O10 C11 117.36(15) . . ?
C15 O16 C17 117.63(15) . . ?
C3 N4 C5 121.02(14) . . ?
C3 N4 C26 118.75(14) . . ?
C5 N4 C26 120.20(15) . . ?
C21 N22 C28 119.00(14) . . ?
C23 N22 C21 119.65(14) . . ?
C23 N22 C28 121.13(14) . . ?
C31 N33 C34 116.76(19) . . ?
C31 N33 C36A 121.2(5) . . ?
C31 N33 C36 125.8(3) . . ?
C34 N33 C36 117.5(3) . . ?
C36A N33 C34 116.8(5) . . ?
C2 C1 H1 118.2 . . ?
C2 C1 C25 123.62(15) . . ?
C25 C1 H1 118.2 . . ?
H1AA C1AA H1AB 109.5 . . ?
H1AA C1AA H1AC 109.5 . . ?
H1AB C1AA H1AC 109.5 . . ?
C27 C1AA H1AA 109.5 . . ?
C27 C1AA H1AB 109.5 . . ?
C27 C1AA H1AC 109.5 . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.41(15) . . ?
C3 C2 H2 120.3 . . ?
N4 C3 C2 122.13(15) . . ?
N4 C3 C24 118.65(14) . . ?
C2 C3 C24 119.16(15) . . ?
N4 C5 C6 120.51(16) . . ?
N4 C5 C12 119.57(15) . . ?
C6 C5 C12 119.92(16) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.28(18) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 118.9 . . ?
C6 C7 C8 122.26(19) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.31(18) . . ?
C9 C8 H8 120.3 . . ?
O10 C9 C8 124.10(16) . . ?
O10 C9 C12 114.95(15) . . ?
C8 C9 C12 120.78(17) . . ?
O10 C11 H11A 109.5 . . ?
O10 C11 H11B 109.5 . . ?
O10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C12 C9 117.77(16) . . ?
C5 C12 C13 118.51(15) . . ?
C13 C12 C9 123.67(15) . . ?
C12 C13 C14 126.77(14) . . ?
C24 C13 C12 117.00(14) . . ?
C24 C13 C14 116.22(15) . . ?
C15 C14 C13 123.81(15) . . ?
C21 C14 C13 118.24(14) . . ?
C21 C14 C15 117.85(15) . . ?
O16 C15 C14 115.48(15) . . ?
O16 C15 C18 123.94(16) . . ?
C18 C15 C14 120.40(17) . . ?
O16 C17 H17A 109.5 . . ?
O16 C17 H17B 109.5 . . ?
O16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18 120.2 . . ?
C15 C18 C19 119.53(16) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 118.9 . . ?
C20 C19 C18 122.17(17) . . ?
C20 C19 H19 118.9 . . ?
C19 C20 H20 120.6 . . ?
C19 C20 C21 118.88(17) . . ?
C21 C20 H20 120.6 . . ?
N22 C21 C14 119.26(14) . . ?
N22 C21 C20 120.16(16) . . ?
C20 C21 C14 120.58(15) . . ?
N22 C23 C24 117.12(14) . . ?
N22 C23 C25 123.00(15) . . ?
C25 C23 C24 119.85(15) . . ?
C3 C24 C23 119.82(14) . . ?
C13 C24 C3 119.81(15) . . ?
C13 C24 C23 120.35(14) . . ?
C1 C25 C23 118.05(16) . . ?
C1 C25 C31 119.70(14) . . ?
C23 C25 C31 121.11(15) . . ?
N4 C26 H26A 108.7 . . ?
N4 C26 H26B 108.7 . . ?
N4 C26 C27 114.06(15) . . ?
H26A C26 H26B 107.6 . . ?
C27 C26 H26A 108.7 . . ?
C27 C26 H26B 108.7 . . ?
C1AA C27 C26 110.15(18) . . ?
C1AA C27 H27A 109.6 . . ?
C1AA C27 H27B 109.6 . . ?
C26 C27 H27A 109.6 . . ?
C26 C27 H27B 109.6 . . ?
H27A C27 H27B 108.1 . . ?
N22 C28 H28A 109.1 . . ?
N22 C28 H28B 109.1 . . ?
N22 C28 C29 112.58(15) . . ?
H28A C28 H28B 107.8 . . ?
C29 C28 H28A 109.1 . . ?
C29 C28 H28B 109.1 . . ?
C28 C29 H29A 108.9 . . ?
C28 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 C28 113.30(18) . . ?
C30 C29 H29A 108.9 . . ?
C30 C29 H29B 108.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O32 C31 N33 122.11(17) . . ?
O32 C31 C25 118.95(16) . . ?
N33 C31 C25 118.91(16) . . ?
N33 C34 H34A 109.2 . . ?
N33 C34 H34B 109.2 . . ?
N33 C34 C35 112.0(2) . . ?
H34A C34 H34B 107.9 . . ?
C35 C34 H34A 109.2 . . ?
C35 C34 H34B 109.2 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N33 C36A H36A 110.5 . . ?
N33 C36A H36B 110.5 . . ?
N33 C36A C37A 106.1(7) . . ?
H36A C36A H36B 108.7 . . ?
C37A C36A H36A 110.5 . . ?
C37A C36A H36B 110.5 . . ?
C36A C37A H37D 109.5 . . ?
C36A C37A H37E 109.5 . . ?
C36A C37A H37F 109.5 . . ?
H37D C37A H37E 109.5 . . ?
H37D C37A H37F 109.5 . . ?
H37E C37A H37F 109.5 . . ?
N33 C36 H36C 108.9 . . ?
N33 C36 H36D 108.9 . . ?
N33 C36 C37 113.4(4) . . ?
H36C C36 H36D 107.7 . . ?
C37 C36 H36C 108.9 . . ?
C37 C36 H36D 108.9 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C48 C47 H47A 109.5 . . ?
C48 C47 H47B 109.5 . . ?
C48 C47 H47C 109.5 . . ?
C49 C48 C47 120.9 . . ?
C53 C48 C47 120.9 . . ?
C53 C48 C49 118.1 . . ?
C48 C49 H49 119.5 . . ?
C50 C49 C48 121.1 . . ?
C50 C49 H49 119.5 . . ?
C49 C50 H50 119.9 . . ?
C49 C50 C51 120.2 . . ?
C51 C50 H50 119.9 . . ?
C50 C51 H51 120.3 . . ?
C50 C51 C52 119.4 . . ?
C52 C51 H51 120.3 . . ?
C51 C52 H52 119.9 . . ?
C53 C52 C51 120.2 . . ?
C53 C52 H52 119.9 . . ?
C48 C53 H53 119.5 . . ?
C52 C53 C48 121.1 . . ?
C52 C53 H53 119.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C41 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
C41 C40 H40C 109.5 . . ?
C42 C41 C40 120.9 . . ?
C46 C41 C40 120.9 . . ?
C46 C41 C42 118.1 . . ?
C41 C42 H42 119.5 . . ?
C43 C42 C41 121.0 . . ?
C43 C42 H42 119.5 . . ?
C42 C43 H43 119.9 . . ?
C42 C43 C44 120.2 . . ?
C44 C43 H43 119.9 . . ?
C43 C44 H44 120.3 . . ?
C45 C44 C43 119.4 . . ?
C45 C44 H44 120.3 . . ?
C44 C45 H45 119.9 . . ?
C44 C45 C46 120.2 . . ?
C46 C45 H45 119.9 . . ?
C41 C46 H46 119.5 . . ?
C45 C46 C41 121.1 . . ?
C45 C46 H46 119.5 . . ?
F1 B1 F2 110.4(2) . . ?
F1 B1 F3 108.5(2) . . ?
F2 B1 F3 105.6(2) . . ?
F4 B1 F1 114.4(3) . . ?
F4 B1 F2 109.5(2) . . ?
F4 B1 F3 108.1(2) . . ?
F1B B1 F4B 95.2(13) . . ?
F2B B1 F1B 117.5(14) . . ?
F2B B1 F3B 126.9(13) . . ?
F2B B1 F4B 121.2(14) . . ?
F3B B1 F1B 99.3(11) . . ?
F3B B1 F4B 89.4(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O10 C9 C12 C5 -166.78(15) . . . . ?
O10 C9 C12 C13 10.5(2) . . . . ?
O16 C15 C18 C19 173.23(15) . . . . ?
N4 C3 C24 C13 0.4(2) . . . . ?
N4 C3 C24 C23 179.11(14) . . . . ?
N4 C5 C6 C7 -175.47(19) . . . . ?
N4 C5 C12 C9 170.31(15) . . . . ?
N4 C5 C12 C13 -7.1(2) . . . . ?
N4 C26 C27 C1AA 174.27(18) . . . . ?
N22 C23 C24 C3 174.56(14) . . . . ?
N22 C23 C24 C13 -6.8(2) . . . . ?
N22 C23 C25 C1 -174.95(15) . . . . ?
N22 C23 C25 C31 17.3(2) . . . . ?
N22 C28 C29 C30 -53.0(2) . . . . ?
C1 C2 C3 N4 -176.91(15) . . . . ?
C1 C2 C3 C24 0.3(2) . . . . ?
C1 C25 C31 O32 -120.75(18) . . . . ?
C1 C25 C31 N33 57.2(2) . . . . ?
C2 C1 C25 C23 -0.8(3) . . . . ?
C2 C1 C25 C31 167.14(16) . . . . ?
C2 C3 C24 C13 -176.88(15) . . . . ?
C2 C3 C24 C23 1.8(2) . . . . ?
C3 N4 C5 C6 166.36(17) . . . . ?
C3 N4 C5 C12 -13.3(2) . . . . ?
C3 N4 C26 C27 -90.89(19) . . . . ?
C5 N4 C3 C2 -166.15(16) . . . . ?
C5 N4 C3 C24 16.6(2) . . . . ?
C5 N4 C26 C27 91.2(2) . . . . ?
C5 C6 C7 C8 2.1(3) . . . . ?
C5 C12 C13 C14 -155.93(16) . . . . ?
C5 C12 C13 C24 23.1(2) . . . . ?
C6 C5 C12 C9 -9.3(3) . . . . ?
C6 C5 C12 C13 173.30(16) . . . . ?
C6 C7 C8 C9 -2.8(3) . . . . ?
C7 C8 C9 O10 172.29(18) . . . . ?
C7 C8 C9 C12 -2.7(3) . . . . ?
C8 C9 C12 C5 8.7(3) . . . . ?
C8 C9 C12 C13 -174.09(17) . . . . ?
C9 C12 C13 C14 26.8(3) . . . . ?
C9 C12 C13 C24 -154.11(16) . . . . ?
C11 O10 C9 C8 4.5(3) . . . . ?
C11 O10 C9 C12 179.82(17) . . . . ?
C12 C5 C6 C7 4.1(3) . . . . ?
C12 C13 C14 C15 28.6(2) . . . . ?
C12 C13 C14 C21 -155.04(16) . . . . ?
C12 C13 C24 C3 -19.9(2) . . . . ?
C12 C13 C24 C23 161.41(15) . . . . ?
C13 C14 C15 O16 8.5(2) . . . . ?
C13 C14 C15 C18 -176.16(16) . . . . ?
C13 C14 C21 N22 -6.3(2) . . . . ?
C13 C14 C21 C20 174.40(15) . . . . ?
C14 C13 C24 C3 159.22(15) . . . . ?
C14 C13 C24 C23 -19.4(2) . . . . ?
C14 C15 C18 C19 -1.7(3) . . . . ?
C15 C14 C21 N22 170.27(14) . . . . ?
C15 C14 C21 C20 -9.0(2) . . . . ?
C15 C18 C19 C20 -2.8(3) . . . . ?
C17 O16 C15 C14 -176.24(16) . . . . ?
C17 O16 C15 C18 8.6(3) . . . . ?
C18 C19 C20 C21 1.3(3) . . . . ?
C19 C20 C21 N22 -174.50(15) . . . . ?
C19 C20 C21 C14 4.8(3) . . . . ?
C21 N22 C23 C24 27.6(2) . . . . ?
C21 N22 C23 C25 -154.45(15) . . . . ?
C21 N22 C28 C29 -57.9(2) . . . . ?
C21 C14 C15 O16 -167.87(14) . . . . ?
C21 C14 C15 C18 7.5(2) . . . . ?
C23 N22 C21 C14 -21.2(2) . . . . ?
C23 N22 C21 C20 158.11(15) . . . . ?
C23 N22 C28 C29 116.68(18) . . . . ?
C23 C25 C31 O32 46.8(2) . . . . ?
C23 C25 C31 N33 -135.26(18) . . . . ?
C24 C13 C14 C15 -150.46(15) . . . . ?
C24 C13 C14 C21 25.9(2) . . . . ?
C24 C23 C25 C1 2.9(2) . . . . ?
C24 C23 C25 C31 -164.85(15) . . . . ?
C25 C1 C2 C3 -0.8(3) . . . . ?
C25 C23 C24 C3 -3.4(2) . . . . ?
C25 C23 C24 C13 175.22(14) . . . . ?
C26 N4 C3 C2 16.0(2) . . . . ?
C26 N4 C3 C24 -161.27(15) . . . . ?
C26 N4 C5 C6 -15.8(2) . . . . ?
C26 N4 C5 C12 164.59(15) . . . . ?
C28 N22 C21 C14 153.52(16) . . . . ?
C28 N22 C21 C20 -27.2(2) . . . . ?
C28 N22 C23 C24 -146.96(16) . . . . ?
C28 N22 C23 C25 31.0(2) . . . . ?
C31 N33 C34 C35 -90.1(3) . . . . ?
C31 N33 C36A C37A -134.5(6) . . . . ?
C31 N33 C36 C37 63.4(5) . . . . ?
C34 N33 C31 O32 2.2(3) . . . . ?
C34 N33 C31 C25 -175.63(17) . . . . ?
C34 N33 C36A C37A 71.9(7) . . . . ?
C34 N33 C36 C37 -115.0(4) . . . . ?
C36A N33 C31 O32 -151.3(4) . . . . ?
C36A N33 C31 C25 30.8(4) . . . . ?
C36A N33 C34 C35 64.6(4) . . . . ?
C36 N33 C31 O32 -176.2(3) . . . . ?
C36 N33 C31 C25 6.0(4) . . . . ?
C36 N33 C34 C35 88.4(3) . . . . ?
C47 C48 C49 C50 178.5 . . . . ?
C47 C48 C53 C52 -178.5 . . . . ?
C48 C49 C50 C51 0.1 . . . . ?
C49 C48 C53 C52 0.3 . . . . ?
C49 C50 C51 C52 0.2 . . . . ?
C50 C51 C52 C53 -0.2 . . . . ?
C51 C52 C53 C48 -0.1 . . . . ?
C53 C48 C49 C50 -0.3 . . . . ?
C40 C41 C42 C43 -178.5 . . . . ?
C40 C41 C46 C45 178.5 . . . . ?
C41 C42 C43 C44 -0.1 . . . . ?
C42 C41 C46 C45 -0.2 . . . . ?
C42 C43 C44 C45 -0.1 . . . . ?
C43 C44 C45 C46 0.1 . . . . ?
C44 C45 C46 C41 0.0 . . . . ?
C46 C41 C42 C43 0.3 . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 1 0.0345 -0.0053 0.0034 0.9998 0.0946 0.0828 -0.0039
0 0 -1 0.0345 0.0053 -0.0034 -0.9998 -0.0946 -0.0828 0.0039
-1 -1 1 0.2183 -0.9983 -1.0005 1.0000 -0.0332 0.0746 0.2149
1 1 -1 0.3083 0.9983 1.0005 -1.0000 0.0332 -0.0746 -0.2149
1 -1 0 0.2000 1.0004 -1.0003 0.0038 0.0779 -0.1355 0.0244
-1 1 0 0.2000 -1.0004 1.0003 -0.0038 -0.0779 0.1355 -0.0244
0 -2 1 0.1952 0.0021 -2.0008 1.0037 0.0447 -0.0609 0.2392
0 1 0 0.2226 -0.0037 1.0021 -0.0020 0.0250 0.0718 -0.1215

_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_spa065b
_database_code_depnum_ccdc_archive 'CCDC 1443639'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-03-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H33 N2 O3 S, C H2 Cl2, B F4'
_chemical_formula_sum            'C31 H35 B Cl2 F4 N2 O3 S'
_chemical_formula_weight         673.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H35 B1 Cl2 F4 N2 O5'
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'
B B 0.0090 0.0039 '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'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.1714(6)
_cell_length_b                   11.8849(6)
_cell_length_c                   13.3323(7)
_cell_angle_alpha                84.422(4)
_cell_angle_beta                 65.830(5)
_cell_angle_gamma                79.905(4)
_cell_volume                     1589.31(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14776
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      73.5010
_cell_measurement_theta_min      4.3570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.964
_exptl_absorpt_correction_T_max  0.789
_exptl_absorpt_correction_T_min  0.486
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.441
_exptl_crystal_size_mid          0.2389
_exptl_crystal_size_min          0.1055
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24488
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.778
_diffrn_reflns_theta_min         3.635
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -129.00   53.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5615    0.0000  -90.0000 364

#__ type_ start__ end____ width___ exp.time_
  2 omega  -67.00   -4.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5615   57.0000  -90.0000 126

#__ type_ start__ end____ width___ exp.time_
  3 omega   73.00   99.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5615  178.0000   90.0000 52

#__ type_ start__ end____ width___ exp.time_
  4 omega   68.00  124.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5615  178.0000 -120.0000 112

#__ type_ start__ end____ width___ exp.time_
  5 omega   66.00  105.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5615 -178.0000  150.0000 78

#__ type_ start__ end____ width___ exp.time_
  6 omega   74.00  130.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5615  178.0000   60.0000 112

#__ type_ start__ end____ width___ exp.time_
  7 omega   75.00  168.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   30.0000  -30.0000 186

#__ type_ start__ end____ width___ exp.time_
  8 omega   73.00  175.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   30.0000 -120.0000 204

#__ type_ start__ end____ width___ exp.time_
  9 omega   32.00   78.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -77.0000 -150.0000 92

#__ type_ start__ end____ width___ exp.time_
 10 omega   47.00   87.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -30.0000 -180.0000 80

#__ type_ start__ end____ width___ exp.time_
 11 omega   42.00   90.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -45.0000   30.0000 96

#__ type_ start__ end____ width___ exp.time_
 12 omega   30.00   99.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999 -111.0000   30.0000 138

#__ type_ start__ end____ width___ exp.time_
 13 omega   83.00  109.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
 14 omega   34.00   83.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -30.0000   60.0000 98

#__ type_ start__ end____ width___ exp.time_
 15 omega   32.00  109.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999 -111.0000 -150.0000 154

#__ type_ start__ end____ width___ exp.time_
 16 omega   35.00   75.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -29.0000  -18.0000 80

#__ type_ start__ end____ width___ exp.time_
 17 omega  142.00  178.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  111.0000  -90.0000 72

#__ type_ start__ end____ width___ exp.time_
 18 omega  102.00  136.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  111.0000  150.0000 68

#__ type_ start__ end____ width___ exp.time_
 19 omega   81.00  143.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -77.0000 -150.0000 124

#__ type_ start__ end____ width___ exp.time_
 20 omega   39.00  108.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000   60.0000 138

#__ type_ start__ end____ width___ exp.time_
 21 omega  -35.00   35.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5615  -29.0000  -18.0000 140

#__ type_ start__ end____ width___ exp.time_
 22 omega -111.00   -6.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5615  -37.0000   90.0000 210

#__ type_ start__ end____ width___ exp.time_
 23 omega  -34.00   -7.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5615  -37.0000 -150.0000 54

#__ type_ start__ end____ width___ exp.time_
 24 omega -116.00  -43.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.5615  -37.0000 -150.0000 146

#__ type_ start__ end____ width___ exp.time_
 25 omega   -6.00   19.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       37.5615   99.0000   -9.8211 50

#__ type_ start__ end____ width___ exp.time_
 26 omega    8.00   33.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   79.0000 -122.4482 50

#__ type_ start__ end____ width___ exp.time_
 27 omega   11.00   36.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   83.0000 -160.9728 50

#__ type_ start__ end____ width___ exp.time_
 28 omega   15.00   40.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   82.0000  103.9847 50

#__ type_ start__ end____ width___ exp.time_
 29 omega   19.00   44.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000    7.3363 50

#__ type_ start__ end____ width___ exp.time_
 30 omega   19.00   44.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   80.0000  -39.6015 50

#__ type_ start__ end____ width___ exp.time_
 31 omega   20.00   45.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000  124.6415 50

#__ type_ start__ end____ width___ exp.time_
 32 omega   19.00   44.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   80.0000  -79.0478 50

#__ type_ start__ end____ width___ exp.time_
 33 omega  106.00  132.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000 -131.8461 52

#__ type_ start__ end____ width___ exp.time_
 34 omega   28.00   60.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   75.0000 -131.8461 64

#__ type_ start__ end____ width___ exp.time_
 35 omega   29.00   67.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   74.0000  169.6332 76

#__ type_ start__ end____ width___ exp.time_
 36 omega   32.00   58.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000   15.9472 52

#__ type_ start__ end____ width___ exp.time_
 37 omega   33.00   74.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000  -35.1868 82

#__ type_ start__ end____ width___ exp.time_
 38 omega  113.00  139.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000   43.4916 52

#__ type_ start__ end____ width___ exp.time_
 39 omega   32.00   69.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000   43.4916 74

#__ type_ start__ end____ width___ exp.time_
 40 omega  107.00  133.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   77.0000   96.1352 52

#__ type_ start__ end____ width___ exp.time_
 41 omega   36.00   73.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   77.0000  -94.5232 74

#__ type_ start__ end____ width___ exp.time_
 42 omega   36.00   72.00   0.5000    0.5000
omega____ theta____ kappa____ phi______ frames
    -       72.0000   77.0000   96.1352 72

#__ type_ start__ end____ width___ exp.time_
 43 omega   77.00  110.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000 -180.0000 66

#__ type_ start__ end____ width___ exp.time_
 44 omega   79.00  106.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000    0.0000 54

#__ type_ start__ end____ width___ exp.time_
 45 omega   74.00  100.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
 46 omega   78.00  110.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000   60.0000 64

#__ type_ start__ end____ width___ exp.time_
 47 omega   74.00  102.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -90.0000 56

#__ type_ start__ end____ width___ exp.time_
 48 omega   74.00  100.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -120.0000 52

#__ type_ start__ end____ width___ exp.time_
 49 omega   74.00  100.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
 50 omega   75.00  101.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -60.0000 52

#__ type_ start__ end____ width___ exp.time_
 51 omega   74.00  170.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   60.0000 192

#__ type_ start__ end____ width___ exp.time_
 52 omega  116.00  142.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
 53 omega   74.00  170.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   90.0000 192

#__ type_ start__ end____ width___ exp.time_
 54 omega   77.00  104.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  -60.0000 54

#__ type_ start__ end____ width___ exp.time_
 55 omega   74.00  101.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  120.0000 54

#__ type_ start__ end____ width___ exp.time_
 56 omega   79.00  105.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
 57 omega   78.00  104.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
 58 omega   77.00  151.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000   30.0000 148

#__ type_ start__ end____ width___ exp.time_
 59 omega   74.00  100.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   30.0000 52

#__ type_ start__ end____ width___ exp.time_
 60 omega   74.00  103.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
 61 omega  121.00  165.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -30.0000 88

#__ type_ start__ end____ width___ exp.time_
 62 omega   74.00  100.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -30.0000 52

#__ type_ start__ end____ width___ exp.time_
 63 omega   74.00  100.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  150.0000 52

#__ type_ start__ end____ width___ exp.time_
 64 omega  122.00  147.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000    0.0000 50

#__ type_ start__ end____ width___ exp.time_
 65 omega   79.00  146.00   0.5000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  150.0000 134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0778074000
_diffrn_orient_matrix_UB_12      -0.1012608000
_diffrn_orient_matrix_UB_13      0.0232992000
_diffrn_orient_matrix_UB_21      -0.1315642000
_diffrn_orient_matrix_UB_22      0.0829607000
_diffrn_orient_matrix_UB_23      0.0432666000
_diffrn_orient_matrix_UB_31      0.0021552000
_diffrn_orient_matrix_UB_32      0.0145788000
_diffrn_orient_matrix_UB_33      -0.1167883000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5791
_reflns_number_total             6301
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.835
_refine_diff_density_min         -1.018
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0610
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0980P)²+1.5035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1750
_refine_ls_wR_factor_ref         0.1786
_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.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C34(H34A,H34B), C3(H3A,H3B), C35(H35A,H35B), C12(H12A,H12B),
 C50(H50A,H50B)
2.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C24(H24), C33(H33), C6(H6), C23(H23), C7(H7), C31(H31), C22(H22)
2.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C27(H27A,H27B,H27C), C36(H36A,H36B,H36C), C13(H13A,H13B,
 H13C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S11 S 1.14566(7) 0.08519(6) -0.11083(6) 0.0473(2) Uani 1 1 d . . . . .
O26 O 0.52000(15) 0.58619(14) 0.35436(12) 0.0321(4) Uani 1 1 d . . . . .
O29 O 0.72851(17) 0.69947(14) 0.28715(14) 0.0360(4) Uani 1 1 d . . . . .
O10 O 1.17203(17) 0.22349(17) 0.01671(16) 0.0440(4) Uani 1 1 d . . . . .
N16 N 0.90906(18) 0.31587(16) 0.17517(15) 0.0288(4) Uani 1 1 d . . . . .
N4 N 0.70785(18) 0.56741(16) -0.03538(14) 0.0273(4) Uani 1 1 d . . . . .
C19 C 0.7431(2) 0.51569(18) 0.16022(17) 0.0249(4) Uani 1 1 d . . . . .
C18 C 0.7981(2) 0.50528(19) 0.24145(17) 0.0266(4) Uani 1 1 d . . . . .
C15 C 0.8113(2) 0.44362(18) 0.06904(17) 0.0253(4) Uani 1 1 d . . . . .
C14 C 0.9027(2) 0.34548(19) 0.07506(17) 0.0270(4) Uani 1 1 d . . . . .
C20 C 0.6288(2) 0.59179(18) 0.16073(17) 0.0258(4) Uani 1 1 d . . . . .
C25 C 0.5203(2) 0.63613(19) 0.25859(18) 0.0283(4) Uani 1 1 d . . . . .
C21 C 0.6178(2) 0.62256(18) 0.05888(18) 0.0272(4) Uani 1 1 d . . . . .
C17 C 0.8771(2) 0.4006(2) 0.25060(17) 0.0282(4) Uani 1 1 d . . . . .
C5 C 0.7901(2) 0.46934(19) -0.02964(17) 0.0266(4) Uani 1 1 d . . . . .
C32 C 0.9015(2) 0.4696(2) 0.4022(2) 0.0379(5) Uani 1 1 d . . . . .
H32 H 0.9327 0.4570 0.4594 0.046 Uiso 1 1 calc R . . . .
C28 C 0.7845(2) 0.5955(2) 0.31063(18) 0.0304(5) Uani 1 1 d . . . . .
C8 C 0.9781(2) 0.2797(2) -0.01882(18) 0.0311(5) Uani 1 1 d . . . . .
C24 C 0.4204(2) 0.7182(2) 0.2524(2) 0.0356(5) Uani 1 1 d . . . . .
H24 H 0.3515 0.7496 0.3176 0.043 Uiso 1 1 calc R . . . .
C2 C 0.6227(2) 0.5729(2) -0.1846(2) 0.0355(5) Uani 1 1 d . . . . .
H2A H 0.6381 0.4883 -0.1848 0.043 Uiso 1 1 calc R . . . .
H2B H 0.5296 0.5980 -0.1341 0.043 Uiso 1 1 calc R . . . .
C33 C 0.9245(2) 0.3817(2) 0.33433(19) 0.0340(5) Uani 1 1 d . . . . .
H33 H 0.9715 0.3095 0.3437 0.041 Uiso 1 1 calc R . . . .
C6 C 0.8576(2) 0.3965(2) -0.11878(18) 0.0326(5) Uani 1 1 d . . . . .
H6 H 0.8402 0.4099 -0.1833 0.039 Uiso 1 1 calc R . . . .
C23 C 0.4208(3) 0.7550(2) 0.1499(2) 0.0399(6) Uani 1 1 d . . . . .
H23 H 0.3537 0.8145 0.1462 0.048 Uiso 1 1 calc R . . . .
C7 C 0.9494(2) 0.3053(2) -0.11204(18) 0.0338(5) Uani 1 1 d . . . . .
H7 H 0.9953 0.2576 -0.1736 0.041 Uiso 1 1 calc R . . . .
C31 C 0.8344(2) 0.5762(2) 0.3905(2) 0.0369(5) Uani 1 1 d . . . . .
H31 H 0.8228 0.6360 0.4375 0.044 Uiso 1 1 calc R . . . .
C22 C 0.5153(2) 0.7081(2) 0.0543(2) 0.0354(5) Uani 1 1 d . . . . .
H22 H 0.5116 0.7330 -0.0144 0.043 Uiso 1 1 calc R . . . .
C34 C 0.9342(2) 0.1943(2) 0.2087(2) 0.0357(5) Uani 1 1 d . . . . .
H34A H 1.0148 0.1816 0.2245 0.043 Uiso 1 1 calc R . . . .
H34B H 0.9507 0.1451 0.1472 0.043 Uiso 1 1 calc R . . . .
C9 C 1.1033(2) 0.2040(2) -0.02713(19) 0.0360(5) Uani 1 1 d . . . . .
C3 C 0.7164(2) 0.6148(2) -0.14446(18) 0.0305(5) Uani 1 1 d . . . . .
H3A H 0.8086 0.5946 -0.1989 0.037 Uiso 1 1 calc R . . . .
H3B H 0.6968 0.6992 -0.1412 0.037 Uiso 1 1 calc R . . . .
C30 C 0.6981(3) 0.7878(2) 0.3637(2) 0.0465(6) Uani 1 1 d . . . . .
H30A H 0.6439 0.7612 0.4378 0.070 Uiso 1 1 calc GR . . . .
H30B H 0.6489 0.8561 0.3430 0.070 Uiso 1 1 calc GR . . . .
H30C H 0.7807 0.8065 0.3625 0.070 Uiso 1 1 calc GR . . . .
C35 C 0.8174(3) 0.1600(2) 0.3104(2) 0.0433(6) Uani 1 1 d . . . . .
H35A H 0.8327 0.0762 0.3230 0.052 Uiso 1 1 calc R . . . .
H35B H 0.8132 0.1970 0.3754 0.052 Uiso 1 1 calc R . . . .
C27 C 0.4137(3) 0.6305(3) 0.4530(2) 0.0462(6) Uani 1 1 d . . . . .
H27A H 0.4249 0.5901 0.5171 0.069 Uiso 1 1 calc GR . . . .
H27B H 0.3289 0.6193 0.4530 0.069 Uiso 1 1 calc GR . . . .
H27C H 0.4147 0.7123 0.4565 0.069 Uiso 1 1 calc GR . . . .
C36 C 0.6859(3) 0.1932(3) 0.2996(3) 0.0570(8) Uani 1 1 d . . . . .
H36A H 0.6168 0.1590 0.3611 0.085 Uiso 1 1 calc GR . . . .
H36B H 0.6932 0.1654 0.2301 0.085 Uiso 1 1 calc GR . . . .
H36C H 0.6625 0.2766 0.3004 0.085 Uiso 1 1 calc GR . . . .
C12 C 1.3127(3) 0.0398(3) -0.1193(3) 0.0563(8) Uani 1 1 d . . . . .
H12A H 1.3674 0.0020 -0.1902 0.068 Uiso 1 1 calc R . . . .
H12B H 1.3520 0.1078 -0.1179 0.068 Uiso 1 1 calc R . . . .
C13 C 1.3163(6) -0.0415(4) -0.0264(4) 0.0900(14) Uani 1 1 d . . . . .
H13A H 1.2652 -0.0034 0.0438 0.135 Uiso 1 1 calc GR . . . .
H13B H 1.4084 -0.0650 -0.0349 0.135 Uiso 1 1 calc GR . . . .
H13C H 1.2775 -0.1089 -0.0275 0.135 Uiso 1 1 calc GR . . . .
C1 C 0.6456(4) 0.6203(3) -0.2995(3) 0.0573(8) Uani 1 1 d . . . . .
H1A H 0.6266 0.7039 -0.2984 0.086 Uiso 1 1 calc GR . . . .
H1B H 0.5868 0.5910 -0.3254 0.086 Uiso 1 1 calc GR . . . .
H1C H 0.7382 0.5965 -0.3490 0.086 Uiso 1 1 calc GR . . . .
Cl2 Cl 0.38289(10) 0.00575(9) 0.42436(8) 0.0736(3) Uani 1 1 d . . . . .
Cl1 Cl 0.30171(17) 0.06375(9) 0.24131(10) 0.0992(4) Uani 1 1 d . . . . .
C50 C 0.2496(4) 0.0381(3) 0.3834(3) 0.0651(9) Uani 1 1 d . . . . .
H50A H 0.1978 -0.0264 0.4054 0.078 Uiso 1 1 calc R . . . .
H50B H 0.1903 0.1066 0.4221 0.078 Uiso 1 1 calc R . . . .
F2 F 1.06472(16) 0.25960(16) 0.49660(15) 0.0543(4) Uani 1 1 d . . . . .
F3 F 0.87098(16) 0.19190(15) 0.54853(14) 0.0510(4) Uani 1 1 d . . . . .
F4 F 0.88494(19) 0.33467(19) 0.64168(16) 0.0673(6) Uani 1 1 d . . . . .
F5 F 0.9898(3) 0.1561(3) 0.6546(2) 0.1028(9) Uani 1 1 d . . . . .
B1 B 0.9523(3) 0.2331(3) 0.5873(3) 0.0448(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
S11 C9 1.762(2) . ?
S11 C12 1.809(4) . ?
O26 C25 1.354(3) . ?
O26 C27 1.433(3) . ?
O29 C28 1.353(3) . ?
O29 C30 1.435(3) . ?
O10 C9 1.201(3) . ?
N16 C14 1.374(3) . ?
N16 C17 1.389(3) . ?
N16 C34 1.484(3) . ?
N4 C21 1.384(3) . ?
N4 C5 1.369(3) . ?
N4 C3 1.479(3) . ?
C19 C18 1.435(3) . ?
C19 C15 1.417(3) . ?
C19 C20 1.428(3) . ?
C18 C17 1.419(3) . ?
C18 C28 1.429(3) . ?
C15 C14 1.428(3) . ?
C15 C5 1.425(3) . ?
C14 C8 1.408(3) . ?
C20 C25 1.436(3) . ?
C20 C21 1.420(3) . ?
C25 C24 1.371(3) . ?
C21 C22 1.409(3) . ?
C17 C33 1.404(3) . ?
C5 C6 1.403(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.370(4) . ?
C32 C31 1.384(4) . ?
C28 C31 1.374(3) . ?
C8 C7 1.400(3) . ?
C8 C9 1.493(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.392(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.524(3) . ?
C2 C1 1.513(4) . ?
C33 H33 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.379(3) . ?
C23 H23 0.9500 . ?
C23 C22 1.371(4) . ?
C7 H7 0.9500 . ?
C31 H31 0.9500 . ?
C22 H22 0.9500 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.529(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.516(5) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.505(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
Cl2 C50 1.758(4) . ?
Cl1 C50 1.751(4) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
F2 B1 1.400(4) . ?
F3 B1 1.386(3) . ?
F4 B1 1.398(4) . ?
F5 B1 1.353(4) . ?

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 S11 C12 98.39(14) . . ?
C25 O26 C27 116.37(19) . . ?
C28 O29 C30 116.8(2) . . ?
C14 N16 C17 119.07(19) . . ?
C14 N16 C34 121.13(19) . . ?
C17 N16 C34 119.42(19) . . ?
C21 N4 C3 119.85(18) . . ?
C5 N4 C21 121.07(18) . . ?
C5 N4 C3 119.08(18) . . ?
C15 C19 C18 116.10(19) . . ?
C15 C19 C20 116.84(19) . . ?
C20 C19 C18 127.05(19) . . ?
C17 C18 C19 118.28(19) . . ?
C17 C18 C28 117.3(2) . . ?
C28 C18 C19 124.4(2) . . ?
C19 C15 C14 120.21(19) . . ?
C19 C15 C5 120.2(2) . . ?
C5 C15 C14 119.63(19) . . ?
N16 C14 C15 117.92(19) . . ?
N16 C14 C8 122.2(2) . . ?
C8 C14 C15 119.8(2) . . ?
C19 C20 C25 124.2(2) . . ?
C21 C20 C19 118.51(19) . . ?
C21 C20 C25 117.3(2) . . ?
O26 C25 C20 115.54(19) . . ?
O26 C25 C24 123.4(2) . . ?
C24 C25 C20 120.9(2) . . ?
N4 C21 C20 119.48(19) . . ?
N4 C21 C22 120.4(2) . . ?
C22 C21 C20 120.1(2) . . ?
N16 C17 C18 119.66(19) . . ?
N16 C17 C33 119.4(2) . . ?
C33 C17 C18 121.0(2) . . ?
N4 C5 C15 118.40(18) . . ?
N4 C5 C6 122.2(2) . . ?
C6 C5 C15 119.4(2) . . ?
C33 C32 H32 118.8 . . ?
C33 C32 C31 122.3(2) . . ?
C31 C32 H32 118.8 . . ?
O29 C28 C18 115.8(2) . . ?
O29 C28 C31 123.5(2) . . ?
C31 C28 C18 120.5(2) . . ?
C14 C8 C9 120.2(2) . . ?
C7 C8 C14 118.1(2) . . ?
C7 C8 C9 120.2(2) . . ?
C25 C24 H24 120.2 . . ?
C25 C24 C23 119.6(2) . . ?
C23 C24 H24 120.2 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.6 . . ?
C3 C2 H2B 109.6 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C1 C2 C3 110.1(2) . . ?
C17 C33 H33 120.7 . . ?
C32 C33 C17 118.5(2) . . ?
C32 C33 H33 120.7 . . ?
C5 C6 H6 120.3 . . ?
C7 C6 C5 119.5(2) . . ?
C7 C6 H6 120.3 . . ?
C24 C23 H23 119.1 . . ?
C22 C23 C24 121.9(2) . . ?
C22 C23 H23 119.1 . . ?
C8 C7 H7 118.4 . . ?
C6 C7 C8 123.1(2) . . ?
C6 C7 H7 118.4 . . ?
C32 C31 H31 120.0 . . ?
C28 C31 C32 119.9(2) . . ?
C28 C31 H31 120.0 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.4(2) . . ?
C23 C22 H22 120.3 . . ?
N16 C34 H34A 109.2 . . ?
N16 C34 H34B 109.2 . . ?
N16 C34 C35 112.0(2) . . ?
H34A C34 H34B 107.9 . . ?
C35 C34 H34A 109.2 . . ?
C35 C34 H34B 109.2 . . ?
O10 C9 S11 122.3(2) . . ?
O10 C9 C8 123.3(2) . . ?
C8 C9 S11 114.42(18) . . ?
N4 C3 C2 114.33(18) . . ?
N4 C3 H3A 108.7 . . ?
N4 C3 H3B 108.7 . . ?
C2 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
O29 C30 H30A 109.5 . . ?
O29 C30 H30B 109.5 . . ?
O29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C34 C35 H35A 109.1 . . ?
C34 C35 H35B 109.1 . . ?
H35A C35 H35B 107.8 . . ?
C36 C35 C34 112.7(2) . . ?
C36 C35 H35A 109.1 . . ?
C36 C35 H35B 109.1 . . ?
O26 C27 H27A 109.5 . . ?
O26 C27 H27B 109.5 . . ?
O26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
S11 C12 H12A 109.2 . . ?
S11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 S11 112.1(3) . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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 . . ?
Cl2 C50 H50A 109.1 . . ?
Cl2 C50 H50B 109.1 . . ?
Cl1 C50 Cl2 112.6(2) . . ?
Cl1 C50 H50A 109.1 . . ?
Cl1 C50 H50B 109.1 . . ?
H50A C50 H50B 107.8 . . ?
F3 B1 F2 108.1(2) . . ?
F3 B1 F4 108.5(2) . . ?
F4 B1 F2 107.6(3) . . ?
F5 B1 F2 109.6(3) . . ?
F5 B1 F3 112.0(3) . . ?
F5 B1 F4 110.8(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O26 C25 C24 C23 -172.3(2) . . . . ?
O29 C28 C31 C32 -173.8(2) . . . . ?
N16 C14 C8 C7 169.6(2) . . . . ?
N16 C14 C8 C9 -24.0(3) . . . . ?
N16 C17 C33 C32 174.6(2) . . . . ?
N16 C34 C35 C36 50.3(3) . . . . ?
N4 C21 C22 C23 174.7(2) . . . . ?
N4 C5 C6 C7 173.4(2) . . . . ?
C19 C18 C17 N16 5.9(3) . . . . ?
C19 C18 C17 C33 -174.63(19) . . . . ?
C19 C18 C28 O29 -7.7(3) . . . . ?
C19 C18 C28 C31 176.4(2) . . . . ?
C19 C15 C14 N16 8.1(3) . . . . ?
C19 C15 C14 C8 -174.78(19) . . . . ?
C19 C15 C5 N4 3.0(3) . . . . ?
C19 C15 C5 C6 -179.4(2) . . . . ?
C19 C20 C25 O26 -11.2(3) . . . . ?
C19 C20 C25 C24 173.1(2) . . . . ?
C19 C20 C21 N4 8.3(3) . . . . ?
C19 C20 C21 C22 -172.1(2) . . . . ?
C18 C19 C15 C14 17.8(3) . . . . ?
C18 C19 C15 C5 -161.49(19) . . . . ?
C18 C19 C20 C25 -26.8(3) . . . . ?
C18 C19 C20 C21 155.9(2) . . . . ?
C18 C17 C33 C32 -4.9(3) . . . . ?
C18 C28 C31 C32 1.7(3) . . . . ?
C15 C19 C18 C17 -24.6(3) . . . . ?
C15 C19 C18 C28 152.1(2) . . . . ?
C15 C19 C20 C25 154.3(2) . . . . ?
C15 C19 C20 C21 -23.0(3) . . . . ?
C15 C14 C8 C7 -7.4(3) . . . . ?
C15 C14 C8 C9 159.0(2) . . . . ?
C15 C5 C6 C7 -4.0(3) . . . . ?
C14 N16 C17 C18 21.0(3) . . . . ?
C14 N16 C17 C33 -158.4(2) . . . . ?
C14 N16 C34 C35 -117.0(2) . . . . ?
C14 C15 C5 N4 -176.31(18) . . . . ?
C14 C15 C5 C6 1.2(3) . . . . ?
C14 C8 C7 C6 4.7(4) . . . . ?
C14 C8 C9 S11 153.00(18) . . . . ?
C14 C8 C9 O10 -29.0(4) . . . . ?
C20 C19 C18 C17 156.5(2) . . . . ?
C20 C19 C18 C28 -26.8(3) . . . . ?
C20 C19 C15 C14 -163.12(19) . . . . ?
C20 C19 C15 C5 17.5(3) . . . . ?
C20 C25 C24 C23 3.1(4) . . . . ?
C20 C21 C22 C23 -4.8(3) . . . . ?
C25 C20 C21 N4 -169.15(19) . . . . ?
C25 C20 C21 C22 10.4(3) . . . . ?
C25 C24 C23 C22 3.0(4) . . . . ?
C21 N4 C5 C15 -18.9(3) . . . . ?
C21 N4 C5 C6 163.7(2) . . . . ?
C21 N4 C3 C2 -88.6(2) . . . . ?
C21 C20 C25 O26 166.09(18) . . . . ?
C21 C20 C25 C24 -9.6(3) . . . . ?
C17 N16 C14 C15 -27.9(3) . . . . ?
C17 N16 C14 C8 155.0(2) . . . . ?
C17 N16 C34 C35 55.9(3) . . . . ?
C17 C18 C28 O29 169.02(18) . . . . ?
C17 C18 C28 C31 -6.8(3) . . . . ?
C5 N4 C21 C20 13.2(3) . . . . ?
C5 N4 C21 C22 -166.4(2) . . . . ?
C5 N4 C3 C2 91.7(2) . . . . ?
C5 C15 C14 N16 -172.57(19) . . . . ?
C5 C15 C14 C8 4.6(3) . . . . ?
C5 C6 C7 C8 1.1(4) . . . . ?
C28 C18 C17 N16 -171.03(19) . . . . ?
C28 C18 C17 C33 8.4(3) . . . . ?
C24 C23 C22 C21 -2.1(4) . . . . ?
C33 C32 C31 C28 2.1(4) . . . . ?
C7 C8 C9 S11 -40.9(3) . . . . ?
C7 C8 C9 O10 137.1(3) . . . . ?
C31 C32 C33 C17 -0.6(4) . . . . ?
C34 N16 C14 C15 145.0(2) . . . . ?
C34 N16 C14 C8 -32.1(3) . . . . ?
C34 N16 C17 C18 -152.0(2) . . . . ?
C34 N16 C17 C33 28.5(3) . . . . ?
C9 S11 C12 C13 88.1(3) . . . . ?
C9 C8 C7 C6 -161.7(2) . . . . ?
C3 N4 C21 C20 -166.55(19) . . . . ?
C3 N4 C21 C22 13.9(3) . . . . ?
C3 N4 C5 C15 160.90(19) . . . . ?
C3 N4 C5 C6 -16.6(3) . . . . ?
C30 O29 C28 C18 172.2(2) . . . . ?
C30 O29 C28 C31 -12.1(3) . . . . ?
C27 O26 C25 C20 179.1(2) . . . . ?
C27 O26 C25 C24 -5.3(3) . . . . ?
C12 S11 C9 O10 -9.4(3) . . . . ?
C12 S11 C9 C8 168.60(19) . . . . ?
C1 C2 C3 N4 -176.4(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 1 0 0.0968 -0.0000 1.0000 0.0000 -0.1013 0.0830 0.0146
0 -1 0 0.0088 0.0000 -1.0000 -0.0000 0.1013 -0.0830 -0.0146
0 0 -1 0.2019 -0.0000 0.0000 -1.0000 -0.0233 -0.0433 0.1168
0 0 1 0.1029 0.0000 -0.0000 1.0000 0.0233 0.0433 -0.1168
1 0 1 0.1210 1.0000 0.0000 1.0000 -0.0545 -0.0883 -0.1146
-1 0 -1 0.1200 -1.0000 -0.0000 -1.0000 0.0545 0.0883 0.1146
-2 0 -1 0.1312 -2.0000 -0.0000 -1.0000 0.1323 0.2199 0.1125
1 0 0 0.2377 1.0000 0.0000 0.0000 -0.0778 -0.1316 0.0022
-1 0 -2 0.0902 -1.0000 -0.0000 -2.0000 0.0312 0.0450 0.2314

_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_spa099
_database_code_depnum_ccdc_archive 'CCDC 1443640'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-11-17
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.11.10 svn.r3248 for OlexSys, GUI svn.r5133)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B F4, C28 H31 N2 O3'
_chemical_formula_sum            'C28 H31 B F4 N2 O3'
_chemical_formula_weight         530.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H31 B1 F4 N2 O3'
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'
B B 0.0090 0.0039 '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'

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

_cell_length_a                   7.8446(4)
_cell_length_b                   12.7594(7)
_cell_length_c                   13.7549(8)
_cell_angle_alpha                69.935(5)
_cell_angle_beta                 78.524(5)
_cell_angle_gamma                82.802(5)
_cell_volume                     1264.90(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6393
_cell_measurement_temperature    180.00(14)
_cell_measurement_theta_max      72.8560
_cell_measurement_theta_min      3.6690
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.922
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.758
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.1471
_exptl_crystal_size_min          0.0328
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19658
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         73.474
_diffrn_reflns_theta_min         3.470
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.6865   38.0000  -30.0000 83

#__ type_ start__ end____ width___ exp.time_
  2 omega   -3.00   22.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   94.0000 -162.8849 25

#__ type_ start__ end____ width___ exp.time_
  3 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000 -121.3376 25

#__ type_ start__ end____ width___ exp.time_
  4 omega   29.00   61.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000 -138.1744 32

#__ type_ start__ end____ width___ exp.time_
  5 omega   81.00  141.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000 -138.1744 60

#__ type_ start__ end____ width___ exp.time_
  6 omega  100.00  178.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499  111.0000  -60.0000 78

#__ type_ start__ end____ width___ exp.time_
  7 omega  138.00  176.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -30.0000 38

#__ type_ start__ end____ width___ exp.time_
  8 omega  111.00  142.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   60.0000 31

#__ type_ start__ end____ width___ exp.time_
  9 omega  131.00  158.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
 10 omega  120.00  148.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000  109.6354 28

#__ type_ start__ end____ width___ exp.time_
 11 omega  111.00  150.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000  158.9393 39

#__ type_ start__ end____ width___ exp.time_
 12 omega   77.00  103.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   80.00  111.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000   30.0000 31

#__ type_ start__ end____ width___ exp.time_
 14 omega   77.00  135.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000   90.0000 58

#__ type_ start__ end____ width___ exp.time_
 15 omega   75.00  113.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -30.0000 38

#__ type_ start__ end____ width___ exp.time_
 16 omega  114.00  141.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
 17 omega   74.00  100.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 18 omega   74.00  176.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   30.0000 102

#__ type_ start__ end____ width___ exp.time_
 19 omega   78.00  176.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000 -120.0000 98

#__ type_ start__ end____ width___ exp.time_
 20 omega   77.00  164.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
 21 omega   78.00  146.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000 -150.0000 68

#__ type_ start__ end____ width___ exp.time_
 22 omega   75.00  100.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 23 omega   74.00  101.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 24 omega   74.00  100.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 25 omega   74.00  177.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  -90.0000 103

#__ type_ start__ end____ width___ exp.time_
 26 omega   78.00  103.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 27 omega   77.00  103.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 28 omega   74.00  142.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000    0.0000 68

#__ type_ start__ end____ width___ exp.time_
 29 omega   80.00  105.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  120.0000 25

#__ type_ start__ end____ width___ exp.time_
 30 omega   77.00  178.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  150.0000 101

#__ type_ start__ end____ width___ exp.time_
 31 omega   74.00  100.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 32 omega   74.00  100.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 33 omega   74.00  177.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   77.0000   90.0000 103

#__ type_ start__ end____ width___ exp.time_
 34 omega   77.00  103.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499   61.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 35 omega   33.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000  -28.8714 36

#__ type_ start__ end____ width___ exp.time_
 36 omega   28.00   62.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  -84.1310 34

#__ type_ start__ end____ width___ exp.time_
 37 omega   24.00   76.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       60.0000   77.0000  -62.6866 52

#__ type_ start__ end____ width___ exp.time_
 38 omega   32.00  135.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000   32.0577 103

#__ type_ start__ end____ width___ exp.time_
 39 omega   32.00   71.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000  158.9393 39

#__ type_ start__ end____ width___ exp.time_
 40 omega   28.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000  109.6354 38

#__ type_ start__ end____ width___ exp.time_
 41 omega   19.00   46.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   81.0000   71.6555 27

#__ type_ start__ end____ width___ exp.time_
 42 omega   15.00   40.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   82.0000   28.6546 25

#__ type_ start__ end____ width___ exp.time_
 43 omega   -3.00   22.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   96.0000  -13.5316 25

#__ type_ start__ end____ width___ exp.time_
 44 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000 -140.8388 25

#__ type_ start__ end____ width___ exp.time_
 45 omega  -57.00   -6.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.6865  -57.0000    0.0000 51

#__ type_ start__ end____ width___ exp.time_
 46 omega  -45.00   35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.6865   38.0000  150.0000 80

#__ type_ start__ end____ width___ exp.time_
 47 omega    9.00   34.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   86.0000  152.1405 25

#__ type_ start__ end____ width___ exp.time_
 48 omega   23.00  104.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000  -60.0000 81

#__ type_ start__ end____ width___ exp.time_
 49 omega   28.00  116.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499 -111.0000   90.0000 88

#__ type_ start__ end____ width___ exp.time_
 50 omega   48.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.6865 -142.0000  108.0000 56

#__ type_ start__ end____ width___ exp.time_
 51 omega   30.00  109.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000  120.0000 79

#__ type_ start__ end____ width___ exp.time_
 52 omega   32.00   90.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
 53 omega   24.00  104.00   1.0000    3.5850
omega____ theta____ kappa____ phi______ frames
    -      109.7499  -94.0000 -120.0000 80

#__ type_ start__ end____ width___ exp.time_
 54 omega    2.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.6865  -99.0000 -150.0000 81

#__ type_ start__ end____ width___ exp.time_
 55 omega -115.00   -6.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.6865  -57.0000 -180.0000 109

#__ type_ start__ end____ width___ exp.time_
 56 omega -117.00  -60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.6865  -57.0000    0.0000 57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0728665000
_diffrn_orient_matrix_UB_12      -0.0956037000
_diffrn_orient_matrix_UB_13      0.0882408000
_diffrn_orient_matrix_UB_21      0.1167079000
_diffrn_orient_matrix_UB_22      -0.0457272000
_diffrn_orient_matrix_UB_23      -0.0824988000
_diffrn_orient_matrix_UB_31      0.1462240000
_diffrn_orient_matrix_UB_32      0.0731816000
_diffrn_orient_matrix_UB_33      -0.0059204000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3876
_reflns_number_total             5013
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         5013
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.026
_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)+(0.0835P)²+0.0515P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1223
_refine_ls_wR_factor_ref         0.1349
_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.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C33(H33A,H33B), C27(H27A,H27B), C32(H32A,H32B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C21(H21), C23(H23), C11(H11), C5(H5), C4(H4), C12(H12), C22(H22)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C34(H34A,H34B,H34C), C20(H20A,H20B,H20C), C1(H1A,H1B,
 H1C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.73560(17) 0.26264(8) 0.27162(9) 0.0445(3) Uani 1 1 d . . . . .
F3 F 0.74346(19) 0.41222(10) 0.32531(9) 0.0533(3) Uani 1 1 d . . . . .
F2 F 0.88993(18) 0.41068(10) 0.16592(10) 0.0536(3) Uani 1 1 d . . . . .
F4 F 0.59437(19) 0.42737(11) 0.19475(10) 0.0589(4) Uani 1 1 d . . . . .
B1 B 0.7410(3) 0.37889(16) 0.23947(15) 0.0348(4) Uani 1 1 d . . . . .
O19 O 0.00689(17) 0.72129(10) 0.28497(9) 0.0357(3) Uani 1 1 d . . . . .
O29 O 0.36088(17) 0.68920(9) 0.28284(9) 0.0349(3) Uani 1 1 d . . . . .
O2 O 0.3361(2) 1.27794(10) 0.09472(10) 0.0405(3) Uani 1 1 d . . . . .
N9 N 0.22130(17) 1.07359(10) 0.23583(10) 0.0248(3) Uani 1 1 d . . . . .
N25 N 0.27276(18) 0.93497(11) -0.05643(10) 0.0276(3) Uani 1 1 d . . . . .
C31 C 0.3864(3) 0.57502(14) 0.34741(17) 0.0488(5) Uani 1 1 d . . . . .
H31A H 0.4172 0.5275 0.3029 0.073 Uiso 1 1 calc GR . . . .
H31B H 0.2787 0.5511 0.3966 0.073 Uiso 1 1 calc GR . . . .
H31C H 0.4807 0.5685 0.3868 0.073 Uiso 1 1 calc GR . . . .
C34 C 0.2024(4) 1.2968(2) 0.3697(2) 0.0618(7) Uani 1 1 d . . . . .
H34A H 0.1546 1.3593 0.3155 0.093 Uiso 1 1 calc GR . . . .
H34B H 0.2898 1.3236 0.3961 0.093 Uiso 1 1 calc GR . . . .
H34C H 0.1082 1.2657 0.4276 0.093 Uiso 1 1 calc GR . . . .
C13 C 0.2994(3) 0.74631(14) 0.43657(14) 0.0362(4) Uani 1 1 d . . . . .
H13 H 0.3306 0.6740 0.4812 0.043 Uiso 1 1 calc R . . . .
C14 C 0.3030(2) 0.76575(13) 0.33193(13) 0.0296(3) Uani 1 1 d . . . . .
C21 C 0.0399(2) 0.64275(14) 0.14569(14) 0.0349(4) Uani 1 1 d . . . . .
H21 H -0.0188 0.5782 0.1901 0.042 Uiso 1 1 calc R . . . .
C26 C 0.3354(2) 0.94970(14) -0.16836(12) 0.0296(3) Uani 1 1 d . . . . .
H26A H 0.3808 0.8762 -0.1755 0.035 Uiso 1 1 calc R . . . .
H26B H 0.4333 0.9996 -0.1941 0.035 Uiso 1 1 calc R . . . .
C33 C 0.2865(3) 1.20718(14) 0.32335(14) 0.0355(4) Uani 1 1 d . . . . .
H33A H 0.3353 1.1442 0.3780 0.043 Uiso 1 1 calc R . . . .
H33B H 0.3834 1.2381 0.2659 0.043 Uiso 1 1 calc R . . . .
C27 C 0.1960(2) 0.99854(15) -0.23746(13) 0.0327(4) Uani 1 1 d . . . . .
H27A H 0.1087 0.9427 -0.2214 0.039 Uiso 1 1 calc R . . . .
H27B H 0.1354 1.0651 -0.2216 0.039 Uiso 1 1 calc R . . . .
C23 C 0.1715(2) 0.75312(14) -0.02892(14) 0.0340(4) Uani 1 1 d . . . . .
H23 H 0.2025 0.7630 -0.1017 0.041 Uiso 1 1 calc R . . . .
C11 C 0.2174(2) 0.94222(14) 0.41333(13) 0.0319(4) Uani 1 1 d . . . . .
H11 H 0.1867 1.0008 0.4426 0.038 Uiso 1 1 calc R . . . .
C7 C 0.2506(2) 1.00480(12) 0.08880(12) 0.0238(3) Uani 1 1 d . . . . .
C5 C 0.3162(2) 1.13080(14) -0.09051(13) 0.0313(4) Uani 1 1 d . . . . .
H5 H 0.3311 1.1456 -0.1641 0.038 Uiso 1 1 calc R . . . .
C8 C 0.2605(2) 1.09420(12) 0.12788(12) 0.0252(3) Uani 1 1 d . . . . .
C4 C 0.3339(2) 1.21479(13) -0.05161(13) 0.0325(4) Uani 1 1 d . . . . .
H4 H 0.3643 1.2861 -0.0998 0.039 Uiso 1 1 calc R . . . .
C16 C 0.22337(19) 0.89588(12) 0.15962(12) 0.0240(3) Uani 1 1 d . . . . .
C32 C 0.1529(2) 1.16487(13) 0.28082(13) 0.0308(4) Uani 1 1 d . . . . .
H32A H 0.0545 1.1375 0.3384 0.037 Uiso 1 1 calc R . . . .
H32B H 0.1066 1.2286 0.2257 0.037 Uiso 1 1 calc R . . . .
C15 C 0.2533(2) 0.87394(12) 0.26428(12) 0.0252(3) Uani 1 1 d . . . . .
C12 C 0.2491(3) 0.83486(15) 0.47673(13) 0.0364(4) Uani 1 1 d . . . . .
H12 H 0.2365 0.8200 0.5503 0.044 Uiso 1 1 calc R . . . .
C10 C 0.2308(2) 0.96506(12) 0.30393(12) 0.0254(3) Uani 1 1 d . . . . .
C22 C 0.0951(3) 0.65820(15) 0.03899(15) 0.0374(4) Uani 1 1 d . . . . .
H22 H 0.0792 0.6010 0.0126 0.045 Uiso 1 1 calc R . . . .
C6 C 0.2764(2) 1.02445(13) -0.02156(12) 0.0260(3) Uani 1 1 d . . . . .
C20 C -0.1051(4) 0.63506(19) 0.34985(17) 0.0566(6) Uani 1 1 d . . . . .
H20A H -0.2072 0.6396 0.3172 0.085 Uiso 1 1 calc GR . . . .
H20B H -0.1429 0.6443 0.4189 0.085 Uiso 1 1 calc GR . . . .
H20C H -0.0420 0.5620 0.3580 0.085 Uiso 1 1 calc GR . . . .
C17 C 0.1681(2) 0.81738(12) 0.12027(12) 0.0258(3) Uani 1 1 d . . . . .
C1 C 0.3721(3) 1.38753(15) 0.02353(17) 0.0485(5) Uani 1 1 d . . . . .
H1A H 0.4805 1.3837 -0.0252 0.073 Uiso 1 1 calc GR . . . .
H1B H 0.3846 1.4363 0.0631 0.073 Uiso 1 1 calc GR . . . .
H1C H 0.2760 1.4178 -0.0161 0.073 Uiso 1 1 calc GR . . . .
C3 C 0.3088(2) 1.19885(13) 0.05506(13) 0.0294(3) Uani 1 1 d . . . . .
C28 C 0.2740(3) 1.03141(19) -0.35294(15) 0.0461(5) Uani 1 1 d . . . . .
H28A H 0.1815 1.0632 -0.3951 0.069 Uiso 1 1 calc GR . . . .
H28B H 0.3312 0.9652 -0.3693 0.069 Uiso 1 1 calc GR . . . .
H28C H 0.3599 1.0871 -0.3691 0.069 Uiso 1 1 calc GR . . . .
C24 C 0.2035(2) 0.83610(13) 0.01064(13) 0.0282(3) Uani 1 1 d . . . . .
C18 C 0.0717(2) 0.72223(13) 0.18567(13) 0.0301(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.399(2) . ?
F3 B1 1.389(2) . ?
F2 B1 1.385(2) . ?
F4 B1 1.388(2) . ?
O19 C20 1.426(2) . ?
O19 C18 1.356(2) . ?
O29 C31 1.436(2) . ?
O29 C14 1.355(2) . ?
O2 C1 1.429(2) . ?
O2 C3 1.357(2) . ?
N9 C8 1.393(2) . ?
N9 C32 1.4943(19) . ?
N9 C10 1.383(2) . ?
N25 C26 1.4733(19) . ?
N25 C6 1.387(2) . ?
N25 C24 1.382(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C34 C33 1.515(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.369(2) . ?
C13 C12 1.403(3) . ?
C14 C15 1.432(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.397(3) . ?
C21 C18 1.376(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.524(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C32 1.528(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.515(2) . ?
C23 H23 0.9500 . ?
C23 C22 1.372(3) . ?
C23 C24 1.413(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.371(2) . ?
C11 C10 1.416(2) . ?
C7 C8 1.434(2) . ?
C7 C16 1.410(2) . ?
C7 C6 1.427(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.383(3) . ?
C5 C6 1.394(2) . ?
C8 C3 1.410(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.387(2) . ?
C16 C15 1.431(2) . ?
C16 C17 1.435(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C15 C10 1.423(2) . ?
C12 H12 0.9500 . ?
C22 H22 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C17 C24 1.418(2) . ?
C17 C18 1.437(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
F3 B1 F1 109.86(15) . . ?
F2 B1 F1 108.99(15) . . ?
F2 B1 F3 109.72(17) . . ?
F2 B1 F4 109.76(16) . . ?
F4 B1 F1 108.59(17) . . ?
F4 B1 F3 109.90(16) . . ?
C18 O19 C20 117.79(14) . . ?
C14 O29 C31 117.56(14) . . ?
C3 O2 C1 118.39(15) . . ?
C8 N9 C32 121.63(12) . . ?
C10 N9 C8 119.83(12) . . ?
C10 N9 C32 118.30(13) . . ?
C6 N25 C26 118.43(13) . . ?
C24 N25 C26 120.45(13) . . ?
C24 N25 C6 121.03(13) . . ?
O29 C31 H31A 109.5 . . ?
O29 C31 H31B 109.5 . . ?
O29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
C14 C13 H13 120.5 . . ?
C14 C13 C12 118.92(15) . . ?
C12 C13 H13 120.5 . . ?
O29 C14 C13 124.25(15) . . ?
O29 C14 C15 114.69(14) . . ?
C13 C14 C15 120.97(15) . . ?
C22 C21 H21 120.4 . . ?
C18 C21 H21 120.4 . . ?
C18 C21 C22 119.19(16) . . ?
N25 C26 H26A 108.8 . . ?
N25 C26 H26B 108.8 . . ?
N25 C26 C27 113.84(13) . . ?
H26A C26 H26B 107.7 . . ?
C27 C26 H26A 108.8 . . ?
C27 C26 H26B 108.8 . . ?
C34 C33 H33A 109.6 . . ?
C34 C33 H33B 109.6 . . ?
C34 C33 C32 110.44(17) . . ?
H33A C33 H33B 108.1 . . ?
C32 C33 H33A 109.6 . . ?
C32 C33 H33B 109.6 . . ?
C26 C27 H27A 109.3 . . ?
C26 C27 H27B 109.3 . . ?
H27A C27 H27B 108.0 . . ?
C28 C27 C26 111.48(15) . . ?
C28 C27 H27A 109.3 . . ?
C28 C27 H27B 109.3 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.26(16) . . ?
C24 C23 H23 120.4 . . ?
C12 C11 H11 120.2 . . ?
C12 C11 C10 119.51(15) . . ?
C10 C11 H11 120.2 . . ?
C16 C7 C8 119.81(14) . . ?
C16 C7 C6 119.83(14) . . ?
C6 C7 C8 120.30(14) . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.95(15) . . ?
C6 C5 H5 120.0 . . ?
N9 C8 C7 118.43(13) . . ?
N9 C8 C3 123.20(14) . . ?
C3 C8 C7 118.37(14) . . ?
C5 C4 H4 118.7 . . ?
C5 C4 C3 122.53(15) . . ?
C3 C4 H4 118.7 . . ?
C7 C16 C15 116.88(14) . . ?
C7 C16 C17 117.10(14) . . ?
C15 C16 C17 126.01(14) . . ?
N9 C32 C33 114.87(14) . . ?
N9 C32 H32A 108.5 . . ?
N9 C32 H32B 108.5 . . ?
C33 C32 H32A 108.5 . . ?
C33 C32 H32B 108.5 . . ?
H32A C32 H32B 107.5 . . ?
C16 C15 C14 124.04(14) . . ?
C10 C15 C14 117.98(14) . . ?
C10 C15 C16 117.98(13) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 C13 122.17(16) . . ?
C11 C12 H12 118.9 . . ?
N9 C10 C11 121.23(14) . . ?
N9 C10 C15 119.90(14) . . ?
C11 C10 C15 118.87(14) . . ?
C21 C22 H22 118.9 . . ?
C23 C22 C21 122.21(16) . . ?
C23 C22 H22 118.9 . . ?
N25 C6 C7 118.64(13) . . ?
N25 C6 C5 122.15(14) . . ?
C5 C6 C7 119.07(15) . . ?
O19 C20 H20A 109.5 . . ?
O19 C20 H20B 109.5 . . ?
O19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C17 C18 123.50(14) . . ?
C24 C17 C16 118.87(14) . . ?
C24 C17 C18 117.58(15) . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C3 C8 116.98(15) . . ?
O2 C3 C4 123.34(14) . . ?
C4 C3 C8 119.61(15) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N25 C24 C23 120.62(15) . . ?
N25 C24 C17 119.37(14) . . ?
C23 C24 C17 119.99(15) . . ?
O19 C18 C21 123.61(15) . . ?
O19 C18 C17 115.44(14) . . ?
C21 C18 C17 120.81(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O29 C14 C15 C16 15.2(2) . . . . ?
O29 C14 C15 C10 -165.44(14) . . . . ?
N9 C8 C3 O2 7.4(2) . . . . ?
N9 C8 C3 C4 -175.48(15) . . . . ?
N25 C26 C27 C28 169.63(15) . . . . ?
C31 O29 C14 C13 13.2(3) . . . . ?
C31 O29 C14 C15 -170.28(17) . . . . ?
C34 C33 C32 N9 -178.36(17) . . . . ?
C13 C14 C15 C16 -168.24(17) . . . . ?
C13 C14 C15 C10 11.2(3) . . . . ?
C14 C13 C12 C11 -5.6(3) . . . . ?
C14 C15 C10 N9 165.66(15) . . . . ?
C14 C15 C10 C11 -14.7(2) . . . . ?
C26 N25 C6 C7 -167.31(14) . . . . ?
C26 N25 C6 C5 8.2(2) . . . . ?
C26 N25 C24 C23 -7.9(2) . . . . ?
C26 N25 C24 C17 170.74(14) . . . . ?
C7 C8 C3 O2 -172.79(14) . . . . ?
C7 C8 C3 C4 4.3(2) . . . . ?
C7 C16 C15 C14 -153.04(15) . . . . ?
C7 C16 C15 C10 27.5(2) . . . . ?
C7 C16 C17 C24 22.7(2) . . . . ?
C7 C16 C17 C18 -154.71(15) . . . . ?
C5 C4 C3 O2 175.76(17) . . . . ?
C5 C4 C3 C8 -1.2(3) . . . . ?
C8 N9 C32 C33 -103.23(17) . . . . ?
C8 N9 C10 C11 170.50(15) . . . . ?
C8 N9 C10 C15 -9.9(2) . . . . ?
C8 C7 C16 C15 -16.3(2) . . . . ?
C8 C7 C16 C17 163.59(14) . . . . ?
C8 C7 C6 N25 177.47(14) . . . . ?
C8 C7 C6 C5 1.8(2) . . . . ?
C4 C5 C6 N25 -174.07(16) . . . . ?
C4 C5 C6 C7 1.5(2) . . . . ?
C16 C7 C8 N9 -7.8(2) . . . . ?
C16 C7 C8 C3 172.35(15) . . . . ?
C16 C7 C6 N25 0.5(2) . . . . ?
C16 C7 C6 C5 -175.21(15) . . . . ?
C16 C15 C10 N9 -14.9(2) . . . . ?
C16 C15 C10 C11 164.72(15) . . . . ?
C16 C17 C24 N25 -7.0(2) . . . . ?
C16 C17 C24 C23 171.65(15) . . . . ?
C16 C17 C18 O19 11.8(2) . . . . ?
C16 C17 C18 C21 -172.32(16) . . . . ?
C32 N9 C8 C7 -152.93(14) . . . . ?
C32 N9 C8 C3 26.9(2) . . . . ?
C32 N9 C10 C11 -15.1(2) . . . . ?
C32 N9 C10 C15 164.54(14) . . . . ?
C15 C16 C17 C24 -157.42(15) . . . . ?
C15 C16 C17 C18 25.2(2) . . . . ?
C12 C13 C14 O29 175.16(17) . . . . ?
C12 C13 C14 C15 -1.1(3) . . . . ?
C12 C11 C10 N9 -171.86(16) . . . . ?
C12 C11 C10 C15 8.5(3) . . . . ?
C10 N9 C8 C7 21.3(2) . . . . ?
C10 N9 C8 C3 -158.88(15) . . . . ?
C10 N9 C32 C33 82.43(18) . . . . ?
C10 C11 C12 C13 1.8(3) . . . . ?
C22 C21 C18 O19 172.42(17) . . . . ?
C22 C21 C18 C17 -3.2(3) . . . . ?
C22 C23 C24 N25 -176.94(16) . . . . ?
C22 C23 C24 C17 4.4(3) . . . . ?
C6 N25 C26 C27 -86.72(18) . . . . ?
C6 N25 C24 C23 168.58(15) . . . . ?
C6 N25 C24 C17 -12.8(2) . . . . ?
C6 C7 C8 N9 175.15(14) . . . . ?
C6 C7 C8 C3 -4.7(2) . . . . ?
C6 C7 C16 C15 160.69(14) . . . . ?
C6 C7 C16 C17 -19.4(2) . . . . ?
C6 C5 C4 C3 -1.8(3) . . . . ?
C20 O19 C18 C21 -2.2(3) . . . . ?
C20 O19 C18 C17 173.57(18) . . . . ?
C17 C16 C15 C14 27.1(2) . . . . ?
C17 C16 C15 C10 -152.35(15) . . . . ?
C1 O2 C3 C8 -175.25(17) . . . . ?
C1 O2 C3 C4 7.8(3) . . . . ?
C24 N25 C26 C27 89.88(18) . . . . ?
C24 N25 C6 C7 16.1(2) . . . . ?
C24 N25 C6 C5 -168.35(16) . . . . ?
C24 C23 C22 C21 3.1(3) . . . . ?
C24 C17 C18 O19 -165.66(14) . . . . ?
C24 C17 C18 C21 10.3(2) . . . . ?
C18 C21 C22 C23 -3.8(3) . . . . ?
C18 C17 C24 N25 170.52(14) . . . . ?
C18 C17 C24 C23 -10.8(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 1 0 0.0641 0.0000 1.0016 0.0006 -0.0957 -0.0458 0.0733
0 -1 0 0.0641 -0.0000 -1.0016 -0.0006 0.0957 0.0458 -0.0733
1 0 0 0.2550 0.9984 -0.0004 0.0011 0.0729 0.1165 0.1460
-1 0 0 0.2297 -0.9984 0.0004 -0.0011 -0.0729 -0.1165 -0.1460
0 0 1 0.0164 -0.0008 -0.0019 0.9997 0.0883 -0.0825 -0.0062
0 0 -1 0.0164 0.0008 0.0019 -0.9997 -0.0883 0.0825 0.0062

_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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1443641'
_audit_update_record             
;
2015-12-21 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H29 N2 O2, B F4'
_chemical_formula_sum            'C27 H29 B F4 N2 O2'
_chemical_formula_weight         500.33

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'
B B 0.0090 0.0039 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'

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

_cell_length_a                   10.0250(5)
_cell_length_b                   19.7722(8)
_cell_length_c                   12.5456(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.411(4)
_cell_angle_gamma                90.00
_cell_volume                     2475.66(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    3967
_cell_measurement_theta_min      4.1460
_cell_measurement_theta_max      72.5640

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.5726
_exptl_crystal_size_mid          0.1563
_exptl_crystal_size_min          0.0802
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_absorpt_coefficient_mu    0.878
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.934
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4679
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            9790
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.19
_diffrn_reflns_theta_max         73.63
_reflns_number_total             2475
_reflns_number_gt                2079
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep 3 (Farrugia, 1997)'
_computing_publication_material  ShelX_Acta

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
 
 Disorder:
 Counter anion BF4 is disordered on two position and F atoms were refined 
 in two parts with ADPS constrained to be equal.
 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1060P)²+1.7700P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2475
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_ref         0.1905
_refine_ls_wR_factor_gt          0.1794
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.36033(14) 0.30300(6) -0.05669(11) 0.0459(4) Uani 1 1 d . . .
N1 N 0.39507(17) 0.49716(9) 0.16456(14) 0.0501(5) Uani 1 1 d . . .
C1 C 0.4059(3) 0.23817(11) -0.0856(2) 0.0611(6) Uani 1 1 d . . .
H1A H 0.3782 0.2043 -0.0351 0.092 Uiso 1 1 calc R . .
H1B H 0.5038 0.2385 -0.0837 0.092 Uiso 1 1 calc R . .
H1C H 0.3670 0.2269 -0.1581 0.092 Uiso 1 1 calc R . .
C2 C 0.40577(18) 0.32763(9) 0.04046(15) 0.0412(4) Uani 1 1 d . . .
C3 C 0.4987(2) 0.29566(10) 0.11055(17) 0.0480(5) Uani 1 1 d . . .
H3 H 0.5273 0.2510 0.0964 0.058 Uiso 1 1 calc R . .
C4 C 0.5502(2) 0.32959(12) 0.20261(17) 0.0539(5) Uani 1 1 d . . .
H4 H 0.6111 0.3065 0.2527 0.065 Uiso 1 1 calc R . .
C5 C 0.5162(2) 0.39513(12) 0.22359(16) 0.0527(5) Uani 1 1 d . . .
H5 H 0.5550 0.4173 0.2862 0.063 Uiso 1 1 calc R . .
C6 C 0.42312(19) 0.42919(10) 0.15149(16) 0.0454(5) Uani 1 1 d . . .
C7 C 0.32670(19) 0.53381(10) 0.08323(18) 0.0492(5) Uani 1 1 d . . .
C8 C 0.3242(2) 0.60431(11) 0.0819(2) 0.0620(7) Uani 1 1 d . . .
H8 H 0.3734 0.6292 0.1372 0.074 Uiso 1 1 calc R . .
C9 C 0.2500 0.63765(15) 0.0000 0.0672(10) Uani 1 2 d S . .
H9 H 0.2500 0.6857 0.0000 0.081 Uiso 1 2 calc SR . .
C10 C 0.2500 0.49750(13) 0.0000 0.0435(6) Uani 1 2 d S . .
C11 C 0.2500 0.42645(12) 0.0000 0.0397(5) Uani 1 2 d S . .
C12 C 0.35693(18) 0.39355(9) 0.06380(14) 0.0401(4) Uani 1 1 d . . .
C13 C 0.4491(2) 0.53241(13) 0.2628(2) 0.0610(6) Uani 1 1 d . . .
H13A H 0.4495 0.5009 0.3242 0.073 Uiso 1 1 calc R . .
H13B H 0.3895 0.5708 0.2765 0.073 Uiso 1 1 calc R . .
C14 C 0.5913(2) 0.55905(14) 0.2554(2) 0.0674(7) Uani 1 1 d . . .
H14A H 0.6501 0.5214 0.2371 0.081 Uiso 1 1 calc R . .
H14B H 0.5903 0.5933 0.1977 0.081 Uiso 1 1 calc R . .
C15 C 0.6468(3) 0.5904(2) 0.3603(3) 0.1104(14) Uani 1 1 d . . .
H15A H 0.6427 0.5574 0.4182 0.166 Uiso 1 1 calc R . .
H15B H 0.5935 0.6303 0.3752 0.166 Uiso 1 1 calc R . .
H15C H 0.7401 0.6040 0.3556 0.166 Uiso 1 1 calc R . .
B1 B 0.2500 0.63246(19) 0.5000 0.0528(8) Uani 1 2 d S . .
F1A F 0.3633(3) 0.59494(17) 0.5255(2) 0.1225(13) Uani 0.805(4) 1 d P A 1
F2A F 0.2757(5) 0.6699(2) 0.4092(3) 0.1200(17) Uani 0.805(4) 1 d P A 1
F1B F 0.2667(15) 0.5594(7) 0.5807(9) 0.1225(13) Uani 0.195(4) 1 d P A 2
F2B F 0.243(2) 0.6905(12) 0.4443(16) 0.1200(17) Uani 0.195(4) 1 d P . 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.351(2) . ?
O1 C1 1.420(2) . ?
N1 C7 1.380(3) . ?
N1 C6 1.386(3) . ?
N1 C13 1.474(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.373(3) . ?
C2 C12 1.432(3) . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.408(3) . ?
C5 H5 0.9500 . ?
C6 C12 1.418(3) . ?
C7 C8 1.394(3) . ?
C7 C10 1.430(2) . ?
C8 C9 1.378(3) . ?
C8 H8 0.9500 . ?
C9 C8 1.378(3) 2 ?
C9 H9 0.9500 . ?
C10 C11 1.405(4) . ?
C10 C7 1.430(2) 2 ?
C11 C12 1.432(2) . ?
C11 C12 1.432(2) 2 ?
C13 C14 1.531(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.513(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
B1 F2B 1.34(2) . ?
B1 F2B 1.34(2) 2_556 ?
B1 F1A 1.369(3) . ?
B1 F1A 1.369(3) 2_556 ?
B1 F2A 1.403(5) 2_556 ?
B1 F2A 1.403(5) . ?
B1 F1B 1.762(15) . ?
B1 F1B 1.762(15) 2_556 ?
F2B F2B 1.39(4) 2_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 117.85(16) . . ?
C7 N1 C6 120.93(17) . . ?
C7 N1 C13 119.18(18) . . ?
C6 N1 C13 119.67(19) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 124.22(17) . . ?
O1 C2 C12 114.82(16) . . ?
C3 C2 C12 120.81(18) . . ?
C2 C3 C4 119.06(19) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 122.32(19) . . ?
C5 C4 H4 118.8 . . ?
C3 C4 H4 118.8 . . ?
C4 C5 C6 119.36(19) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
N1 C6 C5 121.15(18) . . ?
N1 C6 C12 119.24(18) . . ?
C5 C6 C12 119.61(18) . . ?
N1 C7 C8 122.8(2) . . ?
N1 C7 C10 118.13(18) . . ?
C8 C7 C10 119.0(2) . . ?
C9 C8 C7 119.7(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C8 122.9(3) . 2 ?
C8 C9 H9 118.6 . . ?
C8 C9 H9 118.6 2 . ?
C11 C10 C7 120.14(12) . . ?
C11 C10 C7 120.14(12) . 2 ?
C7 C10 C7 119.7(2) . 2 ?
C10 C11 C12 117.01(11) . . ?
C10 C11 C12 117.01(11) . 2 ?
C12 C11 C12 126.0(2) . 2 ?
C6 C12 C11 118.61(17) . . ?
C6 C12 C2 117.84(17) . . ?
C11 C12 C2 123.46(17) . . ?
N1 C13 C14 112.50(18) . . ?
N1 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
N1 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C15 C14 C13 110.9(2) . . ?
C15 C14 H14A 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F2B B1 F2B 62.5(18) . 2_556 ?
F1A B1 F1A 114.4(4) . 2_556 ?
F1A B1 F2A 107.9(2) . 2_556 ?
F1A B1 F2A 105.3(3) 2_556 2_556 ?
F1A B1 F2A 105.3(3) . . ?
F1A B1 F2A 107.9(2) 2_556 . ?
F2A B1 F2A 116.3(5) 2_556 . ?
F2B B1 F1B 175.8(10) . . ?
F2B B1 F1B 113.8(10) 2_556 . ?
F2B B1 F1B 113.8(10) . 2_556 ?
F2B B1 F1B 175.8(10) 2_556 2_556 ?
F1B B1 F1B 70.0(7) . 2_556 ?
B1 F2B F2B 58.8(9) . 2_556 ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        67.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_reduced
_database_code_depnum_ccdc_archive 'CCDC 1470066'
_audit_update_record             
;
2016-03-22 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;
_audit_creation_date             2015-02-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H28 N3 O4, H N O3, N O3'
_chemical_formula_sum            'C27 H29 N5 O10'
_chemical_formula_weight         583.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H29 N5 O10'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.8159(7)
_cell_length_b                   14.3381(7)
_cell_length_c                   17.9959(9)
_cell_angle_alpha                78.648(4)
_cell_angle_beta                 84.294(4)
_cell_angle_gamma                66.016(5)
_cell_volume                     2730.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18201
_cell_measurement_temperature    179(2)
_cell_measurement_theta_max      73.7220
_cell_measurement_theta_min      3.3620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.930
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.4757
_exptl_crystal_size_mid          0.3328
_exptl_crystal_size_min          0.1608
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            42101
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         73.845
_diffrn_reflns_theta_min         3.425
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      179(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -112.00  -41.60   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000 -180.0000 88

#__ type_ start__ end____ width___ exp.time_
  2 omega -127.00  -33.40   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  178.0000  -90.0000 117

#__ type_ start__ end____ width___ exp.time_
  3 omega -112.00   -6.40   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -37.0000  -60.0000 132

#__ type_ start__ end____ width___ exp.time_
  4 omega  -34.00   -2.80   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -77.0000   90.0000 39

#__ type_ start__ end____ width___ exp.time_
  5 omega  -47.00    4.20   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865   37.0000  -60.0000 64

#__ type_ start__ end____ width___ exp.time_
  6 omega  -93.00  -41.80   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -77.0000   90.0000 64

#__ type_ start__ end____ width___ exp.time_
  7 omega  -38.00   -6.80   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -      -37.6865  -57.0000 -180.0000 39

#__ type_ start__ end____ width___ exp.time_
  8 omega   61.00  127.40   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       37.6865 -178.0000  -90.0000 83

#__ type_ start__ end____ width___ exp.time_
  9 omega   -3.00   22.60   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   96.0000 -121.4006 32

#__ type_ start__ end____ width___ exp.time_
 10 omega   11.00   35.80   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   83.0000   65.2612 31

#__ type_ start__ end____ width___ exp.time_
 11 omega   15.00   42.20   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   82.0000  -13.4253 34

#__ type_ start__ end____ width___ exp.time_
 12 omega   96.00  122.40   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   82.0000  133.9326 33

#__ type_ start__ end____ width___ exp.time_
 13 omega   20.00   45.60   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   79.0000 -163.8674 32

#__ type_ start__ end____ width___ exp.time_
 14 omega   31.00   60.60   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000   -4.7761 37

#__ type_ start__ end____ width___ exp.time_
 15 omega   30.00   67.60   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000   44.6165 47

#__ type_ start__ end____ width___ exp.time_
 16 omega   93.00  147.40   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   77.0000   -4.7761 68

#__ type_ start__ end____ width___ exp.time_
 17 omega   28.00   56.00   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       64.0000   76.0000  -98.4675 35

#__ type_ start__ end____ width___ exp.time_
 18 omega   32.00   56.80   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000 -171.9023 31

#__ type_ start__ end____ width___ exp.time_
 19 omega  119.00  146.20   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000  -75.7706 34

#__ type_ start__ end____ width___ exp.time_
 20 omega   32.00   69.60   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000  -75.7706 47

#__ type_ start__ end____ width___ exp.time_
 21 omega   32.00   59.20   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000 -131.3169 34

#__ type_ start__ end____ width___ exp.time_
 22 omega   32.00  151.20   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000   84.3788 149

#__ type_ start__ end____ width___ exp.time_
 23 omega   33.00   73.00   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000  126.8296 50

#__ type_ start__ end____ width___ exp.time_
 24 omega   96.00  124.00   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   77.0000 -171.9023 35

#__ type_ start__ end____ width___ exp.time_
 25 omega   75.00  150.20   0.8000    0.8000
omega____ theta____ kappa____ phi______ frames
    -       68.0000   76.0000 -131.3169 94

#__ type_ start__ end____ width___ exp.time_
 26 omega  123.00  150.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   90.0000 34

#__ type_ start__ end____ width___ exp.time_
 27 omega   74.00  101.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   90.0000 34

#__ type_ start__ end____ width___ exp.time_
 28 omega   23.00  109.40   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000   30.0000 108

#__ type_ start__ end____ width___ exp.time_
 29 omega   74.00  168.40   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -150.0000 118

#__ type_ start__ end____ width___ exp.time_
 30 omega   80.00  119.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  120.0000 49

#__ type_ start__ end____ width___ exp.time_
 31 omega  135.00  161.40   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  120.0000 33

#__ type_ start__ end____ width___ exp.time_
 32 omega   80.00  107.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000    0.0000 34

#__ type_ start__ end____ width___ exp.time_
 33 omega   80.00  163.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  -60.0000 104

#__ type_ start__ end____ width___ exp.time_
 34 omega   74.00  113.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  120.0000 49

#__ type_ start__ end____ width___ exp.time_
 35 omega   37.00  109.00   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000 -180.0000 90

#__ type_ start__ end____ width___ exp.time_
 36 omega   81.00  116.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000   90.0000 44

#__ type_ start__ end____ width___ exp.time_
 37 omega   77.00  105.00   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  -30.0000 35

#__ type_ start__ end____ width___ exp.time_
 38 omega   74.00  176.40   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000    0.0000 128

#__ type_ start__ end____ width___ exp.time_
 39 omega   74.00   99.60   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -90.0000 32

#__ type_ start__ end____ width___ exp.time_
 40 omega   78.00  178.00   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000 -180.0000 125

#__ type_ start__ end____ width___ exp.time_
 41 omega  101.00  176.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  111.0000   90.0000 94

#__ type_ start__ end____ width___ exp.time_
 42 omega   78.00  163.60   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  -90.0000 107

#__ type_ start__ end____ width___ exp.time_
 43 omega   74.00  141.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
 44 omega   74.00   99.60   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -180.0000 32

#__ type_ start__ end____ width___ exp.time_
 45 omega   41.00  105.80   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -94.0000   90.0000 81

#__ type_ start__ end____ width___ exp.time_
 46 omega   77.00  104.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000  150.0000 34

#__ type_ start__ end____ width___ exp.time_
 47 omega  118.00  178.00   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   60.0000 75

#__ type_ start__ end____ width___ exp.time_
 48 omega   75.00  100.60   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   60.0000 32

#__ type_ start__ end____ width___ exp.time_
 49 omega   57.00  114.60   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999 -111.0000  -60.0000 72

#__ type_ start__ end____ width___ exp.time_
 50 omega   32.00   99.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999  -45.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
 51 omega  112.00  174.40   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -30.0000 78

#__ type_ start__ end____ width___ exp.time_
 52 omega   74.00  122.00   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000 -120.0000 60

#__ type_ start__ end____ width___ exp.time_
 53 omega   74.00  173.20   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000   30.0000 124

#__ type_ start__ end____ width___ exp.time_
 54 omega   79.00  104.60   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   61.0000 -150.0000 32

#__ type_ start__ end____ width___ exp.time_
 55 omega   74.00  106.00   0.8000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      110.3999   77.0000  -30.0000 40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0812806000
_diffrn_orient_matrix_UB_12      -0.0389944000
_diffrn_orient_matrix_UB_13      -0.0365107000
_diffrn_orient_matrix_UB_21      0.0362852000
_diffrn_orient_matrix_UB_22      -0.0971533000
_diffrn_orient_matrix_UB_23      0.0622036000
_diffrn_orient_matrix_UB_31      -0.1115800000
_diffrn_orient_matrix_UB_32      0.0573777000
_diffrn_orient_matrix_UB_33      0.0492457000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9411
_reflns_number_total             10854
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     773
_refine_ls_number_reflns         10854
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.055
_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)+(0.0685P)²+0.6780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1227
_refine_special_details          
;
There are two cations in the asymmetric unit that are almost superimposable  apart from the positions of the atom C30.

Hydrogen atoms on HNO3 groups were placed using difference Fourier map and geometrical considerations. 
They were refined using DFIX restraints.
;
_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
 O12-H12
 0.8 with sigma of 0.02
 O4-H4
 0.8 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C28B(H28A,H28B), C29B(H29A,H29B), C31B(H31A,H31B), C32B(H32A,H32B), C28A(H28C,
 H28D), C29A(H29C,H29D), C31A(H31C,H31D), C32A(H32C,H32D)
3.b Aromatic/amide H refined with riding coordinates:
 C4B(H4B), C5B(H5B), C13B(H13B), C14B(H14B), C15B(H15B), C22B(H22B),
 C23B(H23B), C24B(H24B), C4A(H4A), C5A(H5A), C13A(H13A), C14A(H14A), C15A(H15A),
  C22A(H22A), C23A(H23A), C24A(H24A)
3.c Idealised Me refined as rotating group:
 C18B(H18A,H18B,H18C), C27B(H27A,H27B,H27C), C30B(H30A,H30B,H30C), C33B(H33A,
 H33B,H33C), C18A(H18D,H18E,H18F), C27A(H27D,H27E,H27F), C30A(H30D,H30E,H30F),
 C33A(H33D,H33E,H33F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O8B O -0.00796(10) 0.10576(9) 0.32188(7) 0.0448(3) Uani 1 1 d . . . . .
O9B O 0.08056(9) 0.14985(8) 0.21758(6) 0.0367(2) Uani 1 1 d . . . . .
O17B O 0.67667(9) 0.14728(7) 0.21554(5) 0.02677(19) Uani 1 1 d . . . . .
O26B O 0.75439(8) -0.03736(7) 0.30849(5) 0.0284(2) Uani 1 1 d . . . . .
N7B N 0.07600(10) 0.12647(9) 0.28686(7) 0.0310(3) Uani 1 1 d . . . . .
N11B N 0.34352(10) 0.03689(8) 0.24781(6) 0.0248(2) Uani 1 1 d . . . . .
N21B N 0.42198(11) 0.18568(8) 0.44371(6) 0.0269(2) Uani 1 1 d . . . . .
C1B C 0.50333(12) 0.09298(9) 0.31485(7) 0.0218(2) Uani 1 1 d . . . . .
C2B C 0.38040(12) 0.11778(9) 0.34250(7) 0.0224(2) Uani 1 1 d . . . . .
C3B C 0.33958(13) 0.16474(10) 0.40849(7) 0.0257(3) Uani 1 1 d . . . . .
C4B C 0.21625(13) 0.18990(10) 0.43460(8) 0.0310(3) Uani 1 1 d . . . . .
H4B H 0.1885 0.2203 0.4789 0.037 Uiso 1 1 calc R . . . .
C5B C 0.13612(13) 0.17048(11) 0.39589(8) 0.0318(3) Uani 1 1 d . . . . .
H5B H 0.0531 0.1873 0.4142 0.038 Uiso 1 1 calc R . . . .
C6B C 0.17352(12) 0.12678(10) 0.33055(8) 0.0274(3) Uani 1 1 d . . . . .
C10B C 0.29610(12) 0.09499(9) 0.30417(7) 0.0236(2) Uani 1 1 d . . . . .
C12B C 0.44756(11) 0.04115(9) 0.20682(7) 0.0231(2) Uani 1 1 d . . . . .
C13B C 0.47359(12) 0.01113(10) 0.13537(7) 0.0274(3) Uani 1 1 d . . . . .
H13B H 0.4239 -0.0164 0.1161 0.033 Uiso 1 1 calc R . . . .
C14B C 0.57263(13) 0.02244(10) 0.09377(7) 0.0291(3) Uani 1 1 d . . . . .
H14B H 0.5925 0.0000 0.0461 0.035 Uiso 1 1 calc R . . . .
C15B C 0.64509(12) 0.06579(10) 0.11911(7) 0.0266(3) Uani 1 1 d . . . . .
H15B H 0.7108 0.0751 0.0880 0.032 Uiso 1 1 calc R . . . .
C16B C 0.62070(11) 0.09503(9) 0.18950(7) 0.0223(2) Uani 1 1 d . . . . .
C18B C 0.76969(13) 0.17069(12) 0.16758(8) 0.0328(3) Uani 1 1 d . . . . .
H18A H 0.7333 0.2121 0.1192 0.049 Uiso 1 1 calc GR . . . .
H18B H 0.8377 0.1060 0.1585 0.049 Uiso 1 1 calc GR . . . .
H18C H 0.8015 0.2099 0.1924 0.049 Uiso 1 1 calc GR . . . .
C19B C 0.52642(11) 0.07581(9) 0.23780(7) 0.0213(2) Uani 1 1 d . . . . .
C20B C 0.59189(12) 0.08654(9) 0.36673(7) 0.0229(2) Uani 1 1 d . . . . .
C21B C 0.54803(13) 0.13888(10) 0.42975(7) 0.0269(3) Uani 1 1 d . . . . .
C22B C 0.63370(15) 0.14163(12) 0.47778(8) 0.0347(3) Uani 1 1 d . . . . .
H22B H 0.6056 0.1824 0.5168 0.042 Uiso 1 1 calc R . . . .
C23B C 0.75755(15) 0.08506(13) 0.46768(8) 0.0371(3) Uani 1 1 d . . . . .
H23B H 0.8146 0.0879 0.4999 0.045 Uiso 1 1 calc R . . . .
C24B C 0.80268(14) 0.02346(12) 0.41166(8) 0.0327(3) Uani 1 1 d . . . . .
H24B H 0.8886 -0.0187 0.4082 0.039 Uiso 1 1 calc R . . . .
C25B C 0.72166(12) 0.02427(10) 0.36136(7) 0.0254(3) Uani 1 1 d . . . . .
C27B C 0.88315(13) -0.08808(13) 0.29062(9) 0.0389(3) Uani 1 1 d . . . . .
H27A H 0.8927 -0.1187 0.2451 0.058 Uiso 1 1 calc GR . . . .
H27B H 0.9237 -0.1427 0.3331 0.058 Uiso 1 1 calc GR . . . .
H27C H 0.9214 -0.0376 0.2814 0.058 Uiso 1 1 calc GR . . . .
C28B C 0.29454(12) -0.03953(10) 0.23644(8) 0.0273(3) Uani 1 1 d . . . . .
H28A H 0.2673 -0.0238 0.1835 0.033 Uiso 1 1 calc R . . . .
H28B H 0.2213 -0.0329 0.2703 0.033 Uiso 1 1 calc R . . . .
C29B C 0.39066(13) -0.15033(10) 0.25259(8) 0.0321(3) Uani 1 1 d . . . . .
H29A H 0.4563 -0.1616 0.2125 0.039 Uiso 1 1 calc R . . . .
H29B H 0.4296 -0.1627 0.3018 0.039 Uiso 1 1 calc R . . . .
C30B C 0.32868(15) -0.22544(12) 0.25494(9) 0.0398(3) Uani 1 1 d . . . . .
H30A H 0.2870 -0.2108 0.2070 0.060 Uiso 1 1 calc GR . . . .
H30B H 0.2677 -0.2172 0.2968 0.060 Uiso 1 1 calc GR . . . .
H30C H 0.3914 -0.2966 0.2625 0.060 Uiso 1 1 calc GR . . . .
C31B C 0.37459(15) 0.25164(11) 0.50291(7) 0.0328(3) Uani 1 1 d . . . . .
H31A H 0.2907 0.3046 0.4895 0.039 Uiso 1 1 calc R . . . .
H31B H 0.4293 0.2882 0.5049 0.039 Uiso 1 1 calc R . . . .
C32B C 0.36858(15) 0.18827(11) 0.58077(7) 0.0346(3) Uani 1 1 d . . . . .
H32A H 0.3253 0.1431 0.5767 0.041 Uiso 1 1 calc R . . . .
H32B H 0.4539 0.1431 0.5976 0.041 Uiso 1 1 calc R . . . .
C33B C 0.30187(16) 0.25571(13) 0.63961(8) 0.0416(4) Uani 1 1 d . . . . .
H33A H 0.2153 0.2963 0.6254 0.062 Uiso 1 1 calc GR . . . .
H33B H 0.3421 0.3027 0.6423 0.062 Uiso 1 1 calc GR . . . .
H33C H 0.3051 0.2118 0.6892 0.062 Uiso 1 1 calc GR . . . .
O8A O 0.53132(9) 0.38134(9) 0.20012(6) 0.0390(2) Uani 1 1 d . . . . .
O9A O 0.44144(9) 0.33314(8) 0.30245(5) 0.0333(2) Uani 1 1 d . . . . .
O17A O -0.15688(8) 0.33681(7) 0.29098(5) 0.02530(19) Uani 1 1 d . . . . .
O26A O -0.22857(8) 0.52056(7) 0.19532(5) 0.02631(19) Uani 1 1 d . . . . .
N7A N 0.44742(10) 0.35898(8) 0.23341(6) 0.0268(2) Uani 1 1 d . . . . .
N11A N 0.17726(9) 0.44568(8) 0.26939(6) 0.0214(2) Uani 1 1 d . . . . .
N21A N 0.11457(10) 0.29664(8) 0.06807(6) 0.0243(2) Uani 1 1 d . . . . .
C1A C 0.02354(11) 0.38935(9) 0.19633(6) 0.0197(2) Uani 1 1 d . . . . .
C2A C 0.14755(11) 0.36550(9) 0.17167(6) 0.0206(2) Uani 1 1 d . . . . .
C3A C 0.19291(12) 0.32031(9) 0.10504(7) 0.0228(2) Uani 1 1 d . . . . .
C4A C 0.31516(12) 0.30063(10) 0.07954(7) 0.0279(3) Uani 1 1 d . . . . .
H4A H 0.3446 0.2738 0.0339 0.034 Uiso 1 1 calc R . . . .
C5A C 0.39213(12) 0.32031(10) 0.12088(8) 0.0280(3) Uani 1 1 d . . . . .
H5A H 0.4749 0.3068 0.1032 0.034 Uiso 1 1 calc R . . . .
C6A C 0.35200(12) 0.35944(10) 0.18784(7) 0.0244(2) Uani 1 1 d . . . . .
C10A C 0.22840(11) 0.38866(9) 0.21260(6) 0.0206(2) Uani 1 1 d . . . . .
C12A C 0.06893(11) 0.44428(9) 0.30598(6) 0.0211(2) Uani 1 1 d . . . . .
C13A C 0.03324(12) 0.48029(10) 0.37527(7) 0.0260(3) Uani 1 1 d . . . . .
H13A H 0.0796 0.5098 0.3956 0.031 Uiso 1 1 calc R . . . .
C14A C -0.06977(13) 0.47200(10) 0.41303(7) 0.0282(3) Uani 1 1 d . . . . .
H14A H -0.0959 0.4986 0.4590 0.034 Uiso 1 1 calc R . . . .
C15A C -0.13781(12) 0.42566(10) 0.38622(7) 0.0259(3) Uani 1 1 d . . . . .
H15A H -0.2063 0.4180 0.4150 0.031 Uiso 1 1 calc R . . . .
C16A C -0.10484(11) 0.39135(9) 0.31799(7) 0.0213(2) Uani 1 1 d . . . . .
C18A C -0.25058(13) 0.31256(11) 0.33771(8) 0.0307(3) Uani 1 1 d . . . . .
H18D H -0.2788 0.2710 0.3129 0.046 Uiso 1 1 calc GR . . . .
H18E H -0.3207 0.3769 0.3450 0.046 Uiso 1 1 calc GR . . . .
H18F H -0.2161 0.2732 0.3870 0.046 Uiso 1 1 calc GR . . . .
C19A C -0.00604(11) 0.40786(9) 0.27280(6) 0.0199(2) Uani 1 1 d . . . . .
C20A C -0.06108(12) 0.39405(9) 0.14239(6) 0.0214(2) Uani 1 1 d . . . . .
C21A C -0.01212(12) 0.33962(10) 0.08069(7) 0.0240(2) Uani 1 1 d . . . . .
C22A C -0.09377(14) 0.33192(12) 0.03238(7) 0.0313(3) Uani 1 1 d . . . . .
H22A H -0.0623 0.2893 -0.0054 0.038 Uiso 1 1 calc R . . . .
C23A C -0.21868(14) 0.38628(12) 0.04038(8) 0.0343(3) Uani 1 1 d . . . . .
H23A H -0.2731 0.3796 0.0082 0.041 Uiso 1 1 calc R . . . .
C24A C -0.26877(13) 0.45117(11) 0.09420(7) 0.0303(3) Uani 1 1 d . . . . .
H24A H -0.3553 0.4920 0.0960 0.036 Uiso 1 1 calc R . . . .
C25A C -0.19139(12) 0.45543(10) 0.14476(7) 0.0235(2) Uani 1 1 d . . . . .
C27A C -0.35862(13) 0.57432(12) 0.20797(9) 0.0348(3) Uani 1 1 d . . . . .
H27D H -0.3950 0.6243 0.1624 0.052 Uiso 1 1 calc GR . . . .
H27E H -0.3722 0.6110 0.2507 0.052 Uiso 1 1 calc GR . . . .
H27F H -0.3978 0.5245 0.2195 0.052 Uiso 1 1 calc GR . . . .
C28A C 0.22321(12) 0.52255(10) 0.28430(7) 0.0249(3) Uani 1 1 d . . . . .
H28C H 0.3035 0.5119 0.2572 0.030 Uiso 1 1 calc R . . . .
H28D H 0.2368 0.5122 0.3393 0.030 Uiso 1 1 calc R . . . .
C29A C 0.13042(13) 0.63234(10) 0.25805(8) 0.0304(3) Uani 1 1 d . . . . .
H29C H 0.0480 0.6404 0.2811 0.036 Uiso 1 1 calc R . . . .
H29D H 0.1561 0.6819 0.2756 0.036 Uiso 1 1 calc R . . . .
C30A C 0.12099(19) 0.65729(14) 0.17295(10) 0.0532(4) Uani 1 1 d . . . . .
H30D H 0.2013 0.6533 0.1501 0.080 Uiso 1 1 calc GR . . . .
H30E H 0.0582 0.7274 0.1581 0.080 Uiso 1 1 calc GR . . . .
H30F H 0.0974 0.6074 0.1553 0.080 Uiso 1 1 calc GR . . . .
C31A C 0.16607(13) 0.23586(10) 0.00591(7) 0.0276(3) Uani 1 1 d . . . . .
H31C H 0.1172 0.1948 0.0027 0.033 Uiso 1 1 calc R . . . .
H31D H 0.2526 0.1870 0.0173 0.033 Uiso 1 1 calc R . . . .
C32A C 0.16349(13) 0.30603(11) -0.07003(7) 0.0294(3) Uani 1 1 d . . . . .
H32C H 0.0775 0.3570 -0.0801 0.035 Uiso 1 1 calc R . . . .
H32D H 0.2152 0.3449 -0.0673 0.035 Uiso 1 1 calc R . . . .
C33A C 0.21079(15) 0.24545(13) -0.13512(8) 0.0383(3) Uani 1 1 d . . . . .
H33D H 0.1956 0.2938 -0.1834 0.057 Uiso 1 1 calc GR . . . .
H33E H 0.1673 0.1997 -0.1338 0.057 Uiso 1 1 calc GR . . . .
H33F H 0.2999 0.2038 -0.1301 0.057 Uiso 1 1 calc GR . . . .
O10 O 0.44049(12) 0.52548(12) 0.38191(9) 0.0648(4) Uani 1 1 d . . . . .
O11 O 0.57129(13) 0.56685(14) 0.42668(11) 0.0756(5) Uani 1 1 d . . . . .
O12 O 0.37729(12) 0.65049(10) 0.44725(8) 0.0486(3) Uani 1 1 d D . . . .
H12 H 0.3114(18) 0.646(2) 0.4382(14) 0.078(8) Uiso 1 1 d D . . . .
N9 N 0.46757(13) 0.57597(11) 0.41704(8) 0.0422(3) Uani 1 1 d . . . . .
O2 O -0.06089(12) 0.92209(12) 0.07161(10) 0.0672(4) Uani 1 1 d . . . . .
O3 O 0.06541(13) 0.95914(15) 0.12537(10) 0.0765(5) Uani 1 1 d . . . . .
O4 O 0.13167(12) 0.86292(10) 0.03866(7) 0.0488(3) Uani 1 1 d D . . . .
H4 H 0.205(2) 0.865(2) 0.0541(15) 0.097(9) Uiso 1 1 d D . . . .
N1 N 0.04062(12) 0.91880(11) 0.08136(8) 0.0432(3) Uani 1 1 d . . . . .
O6 O 0.40754(14) 0.72573(11) 0.03385(9) 0.0623(4) Uani 1 1 d . . . . .
O7 O 0.52348(11) 0.79457(11) 0.06424(7) 0.0506(3) Uani 1 1 d . . . . .
O8 O 0.32525(10) 0.87721(9) 0.06639(6) 0.0393(2) Uani 1 1 d . . . . .
N5 N 0.42217(12) 0.79602(10) 0.05482(7) 0.0375(3) Uani 1 1 d . . . . .
O14 O 0.18140(9) 0.63098(8) 0.43203(6) 0.0369(2) Uani 1 1 d . . . . .
O15 O -0.01760(10) 0.70814(10) 0.43876(6) 0.0463(3) Uani 1 1 d . . . . .
O16 O 0.09587(13) 0.78572(10) 0.45910(9) 0.0635(4) Uani 1 1 d . . . . .
N13 N 0.08410(12) 0.71097(10) 0.44317(6) 0.0355(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O8B N7B 1.2293(15) . ?
O9B N7B 1.2273(16) . ?
O17B C16B 1.3494(15) . ?
O17B C18B 1.4362(15) . ?
O26B C25B 1.3474(16) . ?
O26B C27B 1.4292(17) . ?
N7B C6B 1.4600(17) . ?
N11B C10B 1.3700(16) . ?
N11B C12B 1.3864(16) . ?
N11B C28B 1.4848(15) . ?
N21B C3B 1.3693(17) . ?
N21B C21B 1.3824(18) . ?
N21B C31B 1.4801(16) . ?
C1B C2B 1.4107(17) . ?
C1B C19B 1.4362(16) . ?
C1B C20B 1.4340(17) . ?
C2B C3B 1.4258(17) . ?
C2B C10B 1.4369(17) . ?
C3B C4B 1.4063(19) . ?
C4B H4B 0.9500 . ?
C4B C5B 1.371(2) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.3901(19) . ?
C6B C10B 1.3938(18) . ?
C12B C13B 1.4017(17) . ?
C12B C19B 1.4195(16) . ?
C13B H13B 0.9500 . ?
C13B C14B 1.3742(19) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.3963(18) . ?
C15B H15B 0.9500 . ?
C15B C16B 1.3789(17) . ?
C16B C19B 1.4266(16) . ?
C18B H18A 0.9800 . ?
C18B H18B 0.9800 . ?
C18B H18C 0.9800 . ?
C20B C21B 1.4213(17) . ?
C20B C25B 1.4316(18) . ?
C21B C22B 1.4119(19) . ?
C22B H22B 0.9500 . ?
C22B C23B 1.369(2) . ?
C23B H23B 0.9500 . ?
C23B C24B 1.393(2) . ?
C24B H24B 0.9500 . ?
C24B C25B 1.3766(18) . ?
C27B H27A 0.9800 . ?
C27B H27B 0.9800 . ?
C27B H27C 0.9800 . ?
C28B H28A 0.9900 . ?
C28B H28B 0.9900 . ?
C28B C29B 1.5216(18) . ?
C29B H29A 0.9900 . ?
C29B H29B 0.9900 . ?
C29B C30B 1.5215(18) . ?
C30B H30A 0.9800 . ?
C30B H30B 0.9800 . ?
C30B H30C 0.9800 . ?
C31B H31A 0.9900 . ?
C31B H31B 0.9900 . ?
C31B C32B 1.5249(18) . ?
C32B H32A 0.9900 . ?
C32B H32B 0.9900 . ?
C32B C33B 1.5150(19) . ?
C33B H33A 0.9800 . ?
C33B H33B 0.9800 . ?
C33B H33C 0.9800 . ?
O8A N7A 1.2285(15) . ?
O9A N7A 1.2281(15) . ?
O17A C16A 1.3512(14) . ?
O17A C18A 1.4376(14) . ?
O26A C25A 1.3471(15) . ?
O26A C27A 1.4297(16) . ?
N7A C6A 1.4559(16) . ?
N11A C10A 1.3721(15) . ?
N11A C12A 1.3859(15) . ?
N11A C28A 1.4877(14) . ?
N21A C3A 1.3716(16) . ?
N21A C21A 1.3819(17) . ?
N21A C31A 1.4827(15) . ?
C1A C2A 1.4087(17) . ?
C1A C19A 1.4349(16) . ?
C1A C20A 1.4348(16) . ?
C2A C3A 1.4285(16) . ?
C2A C10A 1.4352(16) . ?
C3A C4A 1.4017(18) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.3733(19) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.3884(18) . ?
C6A C10A 1.3977(17) . ?
C12A C13A 1.4039(16) . ?
C12A C19A 1.4206(16) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.3708(19) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.3993(18) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.3741(17) . ?
C16A C19A 1.4285(16) . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C20A C21A 1.4224(17) . ?
C20A C25A 1.4309(18) . ?
C21A C22A 1.4107(17) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.369(2) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.395(2) . ?
C24A H24A 0.9500 . ?
C24A C25A 1.3785(17) . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C28A H28C 0.9900 . ?
C28A H28D 0.9900 . ?
C28A C29A 1.5199(18) . ?
C29A H29C 0.9900 . ?
C29A H29D 0.9900 . ?
C29A C30A 1.507(2) . ?
C30A H30D 0.9800 . ?
C30A H30E 0.9800 . ?
C30A H30F 0.9800 . ?
C31A H31C 0.9900 . ?
C31A H31D 0.9900 . ?
C31A C32A 1.5240(18) . ?
C32A H32C 0.9900 . ?
C32A H32D 0.9900 . ?
C32A C33A 1.5214(17) . ?
C33A H33D 0.9800 . ?
C33A H33E 0.9800 . ?
C33A H33F 0.9800 . ?
O10 N9 1.1978(18) . ?
O11 N9 1.2051(19) . ?
O12 H12 0.843(16) . ?
O12 N9 1.3274(18) . ?
O2 N1 1.2101(19) . ?
O3 N1 1.188(2) . ?
O4 H4 0.955(17) . ?
O4 N1 1.3293(19) . ?
O6 N5 1.2217(18) . ?
O7 N5 1.2169(18) . ?
O8 N5 1.2939(17) . ?
O14 N13 1.2846(16) . ?
O15 N13 1.2296(17) . ?
O16 N13 1.2249(18) . ?

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
C16B O17B C18B 117.57(10) . . ?
C25B O26B C27B 118.26(11) . . ?
O8B N7B C6B 117.92(12) . . ?
O9B N7B O8B 123.82(12) . . ?
O9B N7B C6B 118.22(11) . . ?
C10B N11B C12B 119.23(10) . . ?
C10B N11B C28B 120.80(10) . . ?
C12B N11B C28B 119.55(10) . . ?
C3B N21B C21B 121.06(11) . . ?
C3B N21B C31B 118.56(12) . . ?
C21B N21B C31B 120.12(11) . . ?
C2B C1B C19B 116.26(11) . . ?
C2B C1B C20B 116.71(11) . . ?
C20B C1B C19B 127.03(11) . . ?
C1B C2B C3B 120.38(11) . . ?
C1B C2B C10B 119.77(11) . . ?
C3B C2B C10B 119.85(11) . . ?
N21B C3B C2B 118.50(12) . . ?
N21B C3B C4B 122.04(12) . . ?
C4B C3B C2B 119.46(12) . . ?
C3B C4B H4B 120.1 . . ?
C5B C4B C3B 119.84(12) . . ?
C5B C4B H4B 120.1 . . ?
C4B C5B H5B 119.2 . . ?
C4B C5B C6B 121.53(12) . . ?
C6B C5B H5B 119.2 . . ?
C5B C6B N7B 116.61(12) . . ?
C5B C6B C10B 121.31(12) . . ?
C10B C6B N7B 121.75(12) . . ?
N11B C10B C2B 117.76(11) . . ?
N11B C10B C6B 124.25(11) . . ?
C6B C10B C2B 117.80(11) . . ?
N11B C12B C13B 119.61(11) . . ?
N11B C12B C19B 119.54(11) . . ?
C13B C12B C19B 120.84(11) . . ?
C12B C13B H13B 120.8 . . ?
C14B C13B C12B 118.47(11) . . ?
C14B C13B H13B 120.8 . . ?
C13B C14B H14B 118.8 . . ?
C13B C14B C15B 122.32(12) . . ?
C15B C14B H14B 118.8 . . ?
C14B C15B H15B 120.2 . . ?
C16B C15B C14B 119.63(12) . . ?
C16B C15B H15B 120.2 . . ?
O17B C16B C15B 123.88(11) . . ?
O17B C16B C19B 115.91(10) . . ?
C15B C16B C19B 120.11(11) . . ?
O17B C18B H18A 109.5 . . ?
O17B C18B H18B 109.5 . . ?
O17B C18B H18C 109.5 . . ?
H18A C18B H18B 109.5 . . ?
H18A C18B H18C 109.5 . . ?
H18B C18B H18C 109.5 . . ?
C12B C19B C1B 117.95(11) . . ?
C12B C19B C16B 117.86(11) . . ?
C16B C19B C1B 124.15(11) . . ?
C21B C20B C1B 118.52(12) . . ?
C21B C20B C25B 117.96(11) . . ?
C25B C20B C1B 123.38(11) . . ?
N21B C21B C20B 119.60(11) . . ?
N21B C21B C22B 120.76(12) . . ?
C22B C21B C20B 119.63(13) . . ?
C21B C22B H22B 120.3 . . ?
C23B C22B C21B 119.44(13) . . ?
C23B C22B H22B 120.3 . . ?
C22B C23B H23B 118.9 . . ?
C22B C23B C24B 122.17(13) . . ?
C24B C23B H23B 118.9 . . ?
C23B C24B H24B 120.3 . . ?
C25B C24B C23B 119.38(14) . . ?
C25B C24B H24B 120.3 . . ?
O26B C25B C20B 115.09(11) . . ?
O26B C25B C24B 124.01(13) . . ?
C24B C25B C20B 120.70(12) . . ?
O26B C27B H27A 109.5 . . ?
O26B C27B H27B 109.5 . . ?
O26B C27B H27C 109.5 . . ?
H27A C27B H27B 109.5 . . ?
H27A C27B H27C 109.5 . . ?
H27B C27B H27C 109.5 . . ?
N11B C28B H28A 109.2 . . ?
N11B C28B H28B 109.2 . . ?
N11B C28B C29B 112.19(10) . . ?
H28A C28B H28B 107.9 . . ?
C29B C28B H28A 109.2 . . ?
C29B C28B H28B 109.2 . . ?
C28B C29B H29A 109.8 . . ?
C28B C29B H29B 109.8 . . ?
H29A C29B H29B 108.2 . . ?
C30B C29B C28B 109.58(11) . . ?
C30B C29B H29A 109.8 . . ?
C30B C29B H29B 109.8 . . ?
C29B C30B H30A 109.5 . . ?
C29B C30B H30B 109.5 . . ?
C29B C30B H30C 109.5 . . ?
H30A C30B H30B 109.5 . . ?
H30A C30B H30C 109.5 . . ?
H30B C30B H30C 109.5 . . ?
N21B C31B H31A 109.3 . . ?
N21B C31B H31B 109.3 . . ?
N21B C31B C32B 111.78(11) . . ?
H31A C31B H31B 107.9 . . ?
C32B C31B H31A 109.3 . . ?
C32B C31B H31B 109.3 . . ?
C31B C32B H32A 109.1 . . ?
C31B C32B H32B 109.1 . . ?
H32A C32B H32B 107.8 . . ?
C33B C32B C31B 112.50(12) . . ?
C33B C32B H32A 109.1 . . ?
C33B C32B H32B 109.1 . . ?
C32B C33B H33A 109.5 . . ?
C32B C33B H33B 109.5 . . ?
C32B C33B H33C 109.5 . . ?
H33A C33B H33B 109.5 . . ?
H33A C33B H33C 109.5 . . ?
H33B C33B H33C 109.5 . . ?
C16A O17A C18A 117.22(9) . . ?
C25A O26A C27A 118.26(10) . . ?
O8A N7A C6A 117.82(11) . . ?
O9A N7A O8A 123.97(11) . . ?
O9A N7A C6A 118.17(10) . . ?
C10A N11A C12A 119.69(10) . . ?
C10A N11A C28A 121.31(10) . . ?
C12A N11A C28A 118.23(10) . . ?
C3A N21A C21A 121.21(10) . . ?
C3A N21A C31A 118.56(11) . . ?
C21A N21A C31A 119.65(10) . . ?
C2A C1A C19A 116.66(10) . . ?
C2A C1A C20A 116.95(10) . . ?
C20A C1A C19A 126.39(11) . . ?
C1A C2A C3A 120.38(11) . . ?
C1A C2A C10A 120.01(11) . . ?
C3A C2A C10A 119.60(11) . . ?
N21A C3A C2A 118.38(11) . . ?
N21A C3A C4A 121.86(11) . . ?
C4A C3A C2A 119.75(11) . . ?
C3A C4A H4A 120.2 . . ?
C5A C4A C3A 119.66(12) . . ?
C5A C4A H4A 120.2 . . ?
C4A C5A H5A 119.2 . . ?
C4A C5A C6A 121.62(12) . . ?
C6A C5A H5A 119.2 . . ?
C5A C6A N7A 116.24(11) . . ?
C5A C6A C10A 121.13(11) . . ?
C10A C6A N7A 122.39(11) . . ?
N11A C10A C2A 117.89(11) . . ?
N11A C10A C6A 124.02(11) . . ?
C6A C10A C2A 117.85(11) . . ?
N11A C12A C13A 119.59(10) . . ?
N11A C12A C19A 119.95(10) . . ?
C13A C12A C19A 120.45(11) . . ?
C12A C13A H13A 120.6 . . ?
C14A C13A C12A 118.71(11) . . ?
C14A C13A H13A 120.6 . . ?
C13A C14A H14A 118.9 . . ?
C13A C14A C15A 122.26(11) . . ?
C15A C14A H14A 118.9 . . ?
C14A C15A H15A 120.2 . . ?
C16A C15A C14A 119.56(12) . . ?
C16A C15A H15A 120.2 . . ?
O17A C16A C15A 123.82(11) . . ?
O17A C16A C19A 115.87(10) . . ?
C15A C16A C19A 120.24(11) . . ?
O17A C18A H18D 109.5 . . ?
O17A C18A H18E 109.5 . . ?
O17A C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C12A C19A C1A 117.63(10) . . ?
C12A C19A C16A 117.82(10) . . ?
C16A C19A C1A 124.55(10) . . ?
C21A C20A C1A 118.34(11) . . ?
C21A C20A C25A 118.01(11) . . ?
C25A C20A C1A 123.54(11) . . ?
N21A C21A C20A 119.59(11) . . ?
N21A C21A C22A 120.91(11) . . ?
C22A C21A C20A 119.49(12) . . ?
C21A C22A H22A 120.3 . . ?
C23A C22A C21A 119.49(12) . . ?
C23A C22A H22A 120.3 . . ?
C22A C23A H23A 118.9 . . ?
C22A C23A C24A 122.17(12) . . ?
C24A C23A H23A 118.9 . . ?
C23A C24A H24A 120.4 . . ?
C25A C24A C23A 119.28(13) . . ?
C25A C24A H24A 120.4 . . ?
O26A C25A C20A 115.16(10) . . ?
O26A C25A C24A 124.09(12) . . ?
C24A C25A C20A 120.59(12) . . ?
O26A C27A H27D 109.5 . . ?
O26A C27A H27E 109.5 . . ?
O26A C27A H27F 109.5 . . ?
H27D C27A H27E 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
N11A C28A H28C 109.5 . . ?
N11A C28A H28D 109.5 . . ?
N11A C28A C29A 110.59(10) . . ?
H28C C28A H28D 108.1 . . ?
C29A C28A H28C 109.5 . . ?
C29A C28A H28D 109.5 . . ?
C28A C29A H29C 109.3 . . ?
C28A C29A H29D 109.3 . . ?
H29C C29A H29D 108.0 . . ?
C30A C29A C28A 111.58(12) . . ?
C30A C29A H29C 109.3 . . ?
C30A C29A H29D 109.3 . . ?
C29A C30A H30D 109.5 . . ?
C29A C30A H30E 109.5 . . ?
C29A C30A H30F 109.5 . . ?
H30D C30A H30E 109.5 . . ?
H30D C30A H30F 109.5 . . ?
H30E C30A H30F 109.5 . . ?
N21A C31A H31C 109.3 . . ?
N21A C31A H31D 109.3 . . ?
N21A C31A C32A 111.46(10) . . ?
H31C C31A H31D 108.0 . . ?
C32A C31A H31C 109.3 . . ?
C32A C31A H31D 109.3 . . ?
C31A C32A H32C 109.2 . . ?
C31A C32A H32D 109.2 . . ?
H32C C32A H32D 107.9 . . ?
C33A C32A C31A 112.26(11) . . ?
C33A C32A H32C 109.2 . . ?
C33A C32A H32D 109.2 . . ?
C32A C33A H33D 109.5 . . ?
C32A C33A H33E 109.5 . . ?
C32A C33A H33F 109.5 . . ?
H33D C33A H33E 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?
N9 O12 H12 105.2(18) . . ?
O10 N9 O11 125.68(16) . . ?
O10 N9 O12 118.62(14) . . ?
O11 N9 O12 115.69(14) . . ?
N1 O4 H4 105.7(17) . . ?
O2 N1 O4 115.35(15) . . ?
O3 N1 O2 126.32(17) . . ?
O3 N1 O4 118.32(14) . . ?
O6 N5 O8 118.53(14) . . ?
O7 N5 O6 123.42(14) . . ?
O7 N5 O8 118.04(13) . . ?
O15 N13 O14 118.08(13) . . ?
O16 N13 O14 119.21(13) . . ?
O16 N13 O15 122.69(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O8B N7B C6B C5B -41.06(17) . . . . ?
O8B N7B C6B C10B 145.49(13) . . . . ?
O9B N7B C6B C5B 136.81(13) . . . . ?
O9B N7B C6B C10B -36.64(18) . . . . ?
O17B C16B C19B C1B -10.57(18) . . . . ?
O17B C16B C19B C12B 167.00(11) . . . . ?
N7B C6B C10B N11B -17.70(19) . . . . ?
N7B C6B C10B C2B 167.32(11) . . . . ?
N11B C12B C13B C14B 175.82(12) . . . . ?
N11B C12B C19B C1B 7.60(17) . . . . ?
N11B C12B C19B C16B -170.12(11) . . . . ?
N11B C28B C29B C30B 169.12(11) . . . . ?
N21B C3B C4B C5B 177.83(12) . . . . ?
N21B C21B C22B C23B 172.74(13) . . . . ?
N21B C31B C32B C33B -171.01(13) . . . . ?
C1B C2B C3B N21B 0.48(18) . . . . ?
C1B C2B C3B C4B 179.28(12) . . . . ?
C1B C2B C10B N11B 8.71(17) . . . . ?
C1B C2B C10B C6B -175.99(11) . . . . ?
C1B C20B C21B N21B 6.31(17) . . . . ?
C1B C20B C21B C22B -174.30(11) . . . . ?
C1B C20B C25B O26B -6.75(17) . . . . ?
C1B C20B C25B C24B 178.20(12) . . . . ?
C2B C1B C19B C12B -26.46(16) . . . . ?
C2B C1B C19B C16B 151.12(12) . . . . ?
C2B C1B C20B C21B -21.98(16) . . . . ?
C2B C1B C20B C25B 153.59(11) . . . . ?
C2B C3B C4B C5B -0.93(19) . . . . ?
C3B N21B C21B C20B 13.89(18) . . . . ?
C3B N21B C21B C22B -165.49(12) . . . . ?
C3B N21B C31B C32B 86.90(15) . . . . ?
C3B C2B C10B N11B -170.92(11) . . . . ?
C3B C2B C10B C6B 4.38(18) . . . . ?
C3B C4B C5B C6B -0.4(2) . . . . ?
C4B C5B C6B N7B -169.51(12) . . . . ?
C4B C5B C6B C10B 4.0(2) . . . . ?
C5B C6B C10B N11B 169.15(12) . . . . ?
C5B C6B C10B C2B -5.82(19) . . . . ?
C10B N11B C12B C13B -159.39(12) . . . . ?
C10B N11B C12B C19B 20.65(17) . . . . ?
C10B N11B C28B C29B -114.46(13) . . . . ?
C10B C2B C3B N21B -179.90(11) . . . . ?
C10B C2B C3B C4B -1.09(18) . . . . ?
C12B N11B C10B C2B -28.73(17) . . . . ?
C12B N11B C10B C6B 156.29(12) . . . . ?
C12B N11B C28B C29B 58.08(16) . . . . ?
C12B C13B C14B C15B -2.2(2) . . . . ?
C13B C12B C19B C1B -172.35(11) . . . . ?
C13B C12B C19B C16B 9.92(18) . . . . ?
C13B C14B C15B C16B 2.6(2) . . . . ?
C14B C15B C16B O17B -172.74(12) . . . . ?
C14B C15B C16B C19B 3.44(19) . . . . ?
C15B C16B C19B C1B 172.95(12) . . . . ?
C15B C16B C19B C12B -9.48(18) . . . . ?
C18B O17B C16B C15B -1.96(18) . . . . ?
C18B O17B C16B C19B -178.29(11) . . . . ?
C19B C1B C2B C3B -161.87(11) . . . . ?
C19B C1B C2B C10B 18.50(16) . . . . ?
C19B C1B C20B C21B 158.75(12) . . . . ?
C19B C1B C20B C25B -25.68(19) . . . . ?
C19B C12B C13B C14B -4.23(19) . . . . ?
C20B C1B C2B C3B 18.78(17) . . . . ?
C20B C1B C2B C10B -160.85(11) . . . . ?
C20B C1B C19B C12B 152.82(12) . . . . ?
C20B C1B C19B C16B -29.61(19) . . . . ?
C20B C21B C22B C23B -6.7(2) . . . . ?
C21B N21B C3B C2B -17.31(18) . . . . ?
C21B N21B C3B C4B 163.91(12) . . . . ?
C21B N21B C31B C32B -87.20(15) . . . . ?
C21B C20B C25B O26B 168.83(10) . . . . ?
C21B C20B C25B C24B -6.22(18) . . . . ?
C21B C22B C23B C24B -0.6(2) . . . . ?
C22B C23B C24B C25B 4.4(2) . . . . ?
C23B C24B C25B O26B -175.40(12) . . . . ?
C23B C24B C25B C20B -0.81(19) . . . . ?
C25B C20B C21B N21B -169.50(11) . . . . ?
C25B C20B C21B C22B 9.90(17) . . . . ?
C27B O26B C25B C20B 169.36(11) . . . . ?
C27B O26B C25B C24B -15.78(18) . . . . ?
C28B N11B C10B C2B 143.83(12) . . . . ?
C28B N11B C10B C6B -31.15(18) . . . . ?
C28B N11B C12B C13B 27.94(17) . . . . ?
C28B N11B C12B C19B -152.01(12) . . . . ?
C31B N21B C3B C2B 168.64(11) . . . . ?
C31B N21B C3B C4B -10.13(18) . . . . ?
C31B N21B C21B C20B -172.15(11) . . . . ?
C31B N21B C21B C22B 8.46(18) . . . . ?
O8A N7A C6A C5A 39.58(16) . . . . ?
O8A N7A C6A C10A -146.00(12) . . . . ?
O9A N7A C6A C5A -138.14(12) . . . . ?
O9A N7A C6A C10A 36.28(17) . . . . ?
O17A C16A C19A C1A 12.85(17) . . . . ?
O17A C16A C19A C12A -166.57(10) . . . . ?
N7A C6A C10A N11A 18.93(18) . . . . ?
N7A C6A C10A C2A -166.83(11) . . . . ?
N11A C12A C13A C14A -175.77(12) . . . . ?
N11A C12A C19A C1A -9.83(17) . . . . ?
N11A C12A C19A C16A 169.63(11) . . . . ?
N11A C28A C29A C30A -67.82(15) . . . . ?
N21A C3A C4A C5A -176.34(12) . . . . ?
N21A C21A C22A C23A -171.68(12) . . . . ?
N21A C31A C32A C33A -177.51(11) . . . . ?
C1A C2A C3A N21A -2.91(17) . . . . ?
C1A C2A C3A C4A 177.58(11) . . . . ?
C1A C2A C10A N11A -8.12(16) . . . . ?
C1A C2A C10A C6A 177.28(11) . . . . ?
C1A C20A C21A N21A -9.17(17) . . . . ?
C1A C20A C21A C22A 171.99(11) . . . . ?
C1A C20A C25A O26A 8.72(17) . . . . ?
C1A C20A C25A C24A -175.67(11) . . . . ?
C2A C1A C19A C12A 26.27(16) . . . . ?
C2A C1A C19A C16A -153.16(11) . . . . ?
C2A C1A C20A C21A 22.83(16) . . . . ?
C2A C1A C20A C25A -153.39(11) . . . . ?
C2A C3A C4A C5A 3.15(19) . . . . ?
C3A N21A C21A C20A -11.57(17) . . . . ?
C3A N21A C21A C22A 167.26(12) . . . . ?
C3A N21A C31A C32A -88.10(14) . . . . ?
C3A C2A C10A N11A 170.54(10) . . . . ?
C3A C2A C10A C6A -4.06(17) . . . . ?
C3A C4A C5A C6A 0.0(2) . . . . ?
C4A C5A C6A N7A 169.03(12) . . . . ?
C4A C5A C6A C10A -5.5(2) . . . . ?
C5A C6A C10A N11A -166.92(12) . . . . ?
C5A C6A C10A C2A 7.32(18) . . . . ?
C10A N11A C12A C13A 164.17(11) . . . . ?
C10A N11A C12A C19A -16.68(16) . . . . ?
C10A N11A C28A C29A 107.16(13) . . . . ?
C10A C2A C3A N21A 178.43(10) . . . . ?
C10A C2A C3A C4A -1.07(18) . . . . ?
C12A N11A C10A C2A 25.62(16) . . . . ?
C12A N11A C10A C6A -160.15(11) . . . . ?
C12A N11A C28A C29A -62.76(14) . . . . ?
C12A C13A C14A C15A 2.3(2) . . . . ?
C13A C12A C19A C1A 169.31(11) . . . . ?
C13A C12A C19A C16A -11.22(17) . . . . ?
C13A C14A C15A C16A -3.2(2) . . . . ?
C14A C15A C16A O17A 173.29(12) . . . . ?
C14A C15A C16A C19A -3.37(19) . . . . ?
C15A C16A C19A C1A -170.23(12) . . . . ?
C15A C16A C19A C12A 10.34(17) . . . . ?
C18A O17A C16A C15A -1.07(18) . . . . ?
C18A O17A C16A C19A 175.72(11) . . . . ?
C19A C1A C2A C3A 163.79(11) . . . . ?
C19A C1A C2A C10A -17.56(16) . . . . ?
C19A C1A C20A C21A -158.02(11) . . . . ?
C19A C1A C20A C25A 25.77(18) . . . . ?
C19A C12A C13A C14A 5.08(19) . . . . ?
C20A C1A C2A C3A -16.98(16) . . . . ?
C20A C1A C2A C10A 161.67(11) . . . . ?
C20A C1A C19A C12A -152.89(11) . . . . ?
C20A C1A C19A C16A 27.69(18) . . . . ?
C20A C21A C22A C23A 7.15(19) . . . . ?
C21A N21A C3A C2A 17.66(17) . . . . ?
C21A N21A C3A C4A -162.85(12) . . . . ?
C21A N21A C31A C32A 83.31(14) . . . . ?
C21A C20A C25A O26A -167.51(10) . . . . ?
C21A C20A C25A C24A 8.11(17) . . . . ?
C21A C22A C23A C24A 1.2(2) . . . . ?
C22A C23A C24A C25A -4.8(2) . . . . ?
C23A C24A C25A O26A 175.14(12) . . . . ?
C23A C24A C25A C20A -0.07(19) . . . . ?
C25A C20A C21A N21A 167.26(11) . . . . ?
C25A C20A C21A C22A -11.59(17) . . . . ?
C27A O26A C25A C20A -171.96(11) . . . . ?
C27A O26A C25A C24A 12.60(18) . . . . ?
C28A N11A C10A C2A -144.16(11) . . . . ?
C28A N11A C10A C6A 30.07(17) . . . . ?
C28A N11A C12A C13A -25.74(16) . . . . ?
C28A N11A C12A C19A 153.41(11) . . . . ?
C31A N21A C3A C2A -171.08(10) . . . . ?
C31A N21A C3A C4A 8.42(18) . . . . ?
C31A N21A C21A C20A 177.26(11) . . . . ?
C31A N21A C21A C22A -3.91(18) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
3 1 3 0.1977 3.0002 1.0021 3.0204 -0.3932 0.1994 -0.1285
-1 1 -3 0.0644 -1.0045 1.4958 -2.5068 0.1148 -0.3377 0.0745
0 -4 1 0.1391 0.0099 -3.9853 1.0009 0.1181 0.4498 -0.1805
-4 0 -1 0.1565 -4.0038 -0.0181 -1.0288 0.3637 -0.2075 0.3950
-1 -4 2 0.0804 -0.9912 -3.9937 1.9932 0.1635 0.4760 -0.0204
0 1 0 0.0801 -0.0025 0.9956 -0.0003 -0.0386 -0.0968 0.0574
1 4 -2 0.0804 0.9912 3.9937 -1.9932 -0.1635 -0.4760 0.0204
0 -1 -3 0.1664 0.0041 -1.4825 -3.4982 0.1852 -0.0734 -0.2578
0 1 3 0.1664 -0.0041 1.4825 3.4982 -0.1852 0.0734 0.2578


