# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_lyr-211017_auto
_database_code_depnum_ccdc_archive 'CCDC 2130998'
loop_
_audit_author_name
_audit_author_address
'Yi-Rong Li'
;Nanchang University
China
;
_audit_update_record             
;
2021-12-27 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2021-12-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(B F4), 2(C12 H24 O6), C5 H11 N3'
_chemical_formula_sum            'C29 H59 B2 F8 N3 O12'
_chemical_formula_weight         815.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P 1 n 1'
_space_group_name_Hall           'P -2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   12.9702(2)
_cell_length_b                   8.55111(17)
_cell_length_c                   19.0278(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.3886(17)
_cell_angle_gamma                90
_cell_volume                     2092.84(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6977
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.7520
_cell_measurement_theta_min      3.8790
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80469
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13258
_diffrn_reflns_point_group_measured_fraction_full 0.574
_diffrn_reflns_point_group_measured_fraction_max 0.549
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         26.543
_diffrn_reflns_theta_min         1.796
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     64.00 103.00   0.50    0.41    --  107.00 -77.00-150.00   78
  2  ω     35.00  70.00   0.50    0.41    --  107.00 -61.00   0.00   70
  3  ω     41.00  71.00   0.50    0.41    --  107.00 -61.00 -90.00   60
  4  ω     44.00  71.00   0.50    0.41    --  107.00 -61.00  60.00   54
  5  ω     38.00  64.00   0.50    0.41    --  107.00 -61.00 150.00   52
  6  ω     90.00 177.00   0.50    0.41    --  107.00  95.00 114.00  174
  7  ω     91.00 170.00   0.50    0.41    --  107.00 125.00-120.00  158
  8  ω     40.00  66.00   0.50    0.41    --  107.00 -61.00-180.00   52
  9  ω     41.00  97.00   0.50    0.41    --  107.00-125.00 -90.00  112
 10  ω     66.00  99.00   0.50    0.41    --  107.00 -95.00   5.00   66
 11  ω     38.00  95.00   0.50    0.41    --  107.00 -94.00  60.00  114
 12  ω    -26.00  71.00   0.50    0.10    --   45.15 -95.00   5.00  194
 13  ω    -29.00  28.00   0.50    0.10    --  -45.15  95.00 114.00  114
 14  ω    -76.00 -41.00   0.50    0.10    --  -45.15  95.00 114.00   70
 15  ω   -105.00 -28.00   0.50    0.41    -- -102.00 125.00 150.00  154
 16  ω    -97.00 -71.00   0.50    0.41    -- -102.00  95.00 114.00   52
 17  ω    -66.00 -33.00   0.50    0.41    -- -102.00  61.00 -60.00   66
 18  ω    -66.00 -30.00   0.50    0.41    -- -102.00  61.00 -30.00   72
 19  ω    -22.00  32.00   0.50    0.10    --  -45.15  19.00-150.00  108
 20  ω    -23.00  18.00   0.50    0.10    --  -45.15  19.00  90.00   82
 21  ω    -16.00  20.00   0.50    0.10    --  -45.15  19.00 120.00   72
 22  ω   -158.00-116.00   0.50    0.41    -- -102.00 -95.00   5.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.710
_diffrn_source                   ?
_reflns_Friedel_coverage         0.141
_reflns_Friedel_fraction_full    0.149
_reflns_Friedel_fraction_max     0.136
_reflns_number_gt                4030
_reflns_number_total             4808
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 440 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.5(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.290
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     508
_refine_ls_number_reflns         4808
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0958
_refine_ls_restrained_S_all      1.291
_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)+(0.2300P)²+0.0100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3067
_refine_ls_wR_factor_ref         0.3255
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H,H) groups
2. Rigid bond restraints
 F3, B1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C21, C22
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Others
 Sof(F4A)=1-FVAR(1)
 Sof(F4)=FVAR(1)
 Sof(F2A)=1-FVAR(2)
 Sof(F2)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B),
 C11(H11A,H11B), C12(H12A,H12B), C14(H14A,H14B), C15(H15A,H15B), C17(H17A,H17B),
  C18(H18A,H18B), C19(H19A,H19B), C21(H21A,H21B), C22(H22A,H22B), C24(H24A,
 H24B), C25(H25A,H25B), C27(H27A,H27B), C28(H28A,H28B), C30(H30A,H30B),
 C31(H31A,H31B), C33(H33A,H33B), C34(H34A,H34B), C36(H36A,H36B), C47(H47A,H47B),
  C48(H48A,H48B)
4.b Aromatic/amide H refined with riding coordinates:
 C43(H43), C45(H45), N44(H44), N46(H46)
4.c Idealised Me refined as rotating group:
 N49(H49A,H49B,H49C)
;
_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 1.0902(12) -0.0734(18) 0.3808(7) 0.228(7) Uani 1 1 d . . . . .
F2 F 1.1966(9) 0.013(2) 0.2978(8) 0.150(8) Uani 0.56(3) 1 d . . P A 1
F3 F 1.0373(15) 0.025(3) 0.2954(13) 0.309(13) Uani 1 1 d . U . . .
F4 F 1.0714(10) -0.128(2) 0.2550(6) 0.137(7) Uani 0.55(3) 1 d . . P A 1
B1 B 1.1186(7) -0.0814(17) 0.3171(6) 0.112(3) Uani 1 1 d . U . . .
F5 F 0.4363(7) -0.437(3) 0.1233(8) 0.285(10) Uani 1 1 d . . . . .
F6 F 0.5565(13) -0.2655(9) 0.1063(7) 0.237(8) Uani 1 1 d . . . . .
F7 F 0.6020(6) -0.5042(10) 0.1364(4) 0.145(2) Uani 1 1 d . . . . .
F8 F 0.5160(5) -0.4528(6) 0.0306(3) 0.1132(15) Uani 1 1 d . . . . .
B38 B 0.5245(7) -0.4170(12) 0.0983(4) 0.093(2) Uani 1 1 d . . . . .
O1 O 0.8769(5) -0.7546(5) 0.0731(3) 0.0957(15) Uani 1 1 d . . . . .
O4 O 1.0683(5) -0.6571(5) 0.1544(2) 0.0943(15) Uani 1 1 d . . . . .
O7 O 1.1648(3) -0.3888(6) 0.1106(2) 0.0826(11) Uani 1 1 d . . . . .
O10 O 1.0470(3) -0.1631(4) 0.0285(2) 0.0723(9) Uani 1 1 d . . . . .
O13 O 0.8599(3) -0.2631(5) -0.0505(2) 0.0800(10) Uani 1 1 d . . . . .
O16 O 0.7598(3) -0.5261(6) -0.0035(3) 0.0901(13) Uani 1 1 d . . . . .
C2 C 0.9252(10) -0.8304(8) 0.1362(5) 0.113(3) Uani 1 1 d . . . . .
H2A H 0.905442 -0.939815 0.135501 0.136 Uiso 1 1 calc R U . . .
H2B H 0.901895 -0.782065 0.177505 0.136 Uiso 1 1 calc R U . . .
C3 C 1.0408(10) -0.8166(9) 0.1404(5) 0.117(3) Uani 1 1 d . . . . .
H3A H 1.074263 -0.882880 0.177996 0.140 Uiso 1 1 calc R U . . .
H3B H 1.063425 -0.849451 0.096046 0.140 Uiso 1 1 calc R U . . .
C5 C 1.1791(6) -0.6313(13) 0.1666(5) 0.108(3) Uani 1 1 d . . . . .
H5A H 1.210800 -0.673775 0.127192 0.130 Uiso 1 1 calc R U . . .
H5B H 1.208133 -0.686134 0.209223 0.130 Uiso 1 1 calc R U . . .
C6 C 1.2038(6) -0.4655(11) 0.1741(4) 0.099(2) Uani 1 1 d . . . . .
H6A H 1.172454 -0.421912 0.213403 0.119 Uiso 1 1 calc R U . . .
H6B H 1.278498 -0.451310 0.183692 0.119 Uiso 1 1 calc R U . . .
C8 C 1.1948(5) -0.2292(9) 0.1089(4) 0.0886(18) Uani 1 1 d . . . . .
H8A H 1.269920 -0.220876 0.117971 0.106 Uiso 1 1 calc R U . . .
H8B H 1.165444 -0.171552 0.145501 0.106 Uiso 1 1 calc R U . . .
C9 C 1.1573(5) -0.1625(7) 0.0387(4) 0.0801(15) Uani 1 1 d . . . . .
H9A H 1.182637 -0.056288 0.035805 0.096 Uiso 1 1 calc R U . . .
H9B H 1.183417 -0.223882 0.001930 0.096 Uiso 1 1 calc R U . . .
C11 C 1.0054(6) -0.0943(7) -0.0381(4) 0.0812(15) Uani 1 1 d . . . . .
H11A H 1.031048 -0.150282 -0.076619 0.097 Uiso 1 1 calc R U . . .
H11B H 1.027773 0.013735 -0.039675 0.097 Uiso 1 1 calc R U . . .
C12 C 0.8911(6) -0.1017(7) -0.0461(4) 0.0864(17) Uani 1 1 d . . . . .
H12A H 0.865465 -0.052308 -0.005864 0.104 Uiso 1 1 calc R U . . .
H12B H 0.862231 -0.046628 -0.088746 0.104 Uiso 1 1 calc R U . . .
C14 C 0.7475(6) -0.2803(11) -0.0594(5) 0.102(2) Uani 1 1 d . . . . .
H14A H 0.716996 -0.224040 -0.101190 0.123 Uiso 1 1 calc R U . . .
H14B H 0.719581 -0.237533 -0.018536 0.123 Uiso 1 1 calc R U . . .
C15 C 0.7216(5) -0.4508(13) -0.0669(5) 0.106(2) Uani 1 1 d . . . . .
H15A H 0.646935 -0.464620 -0.076627 0.127 Uiso 1 1 calc R U . . .
H15B H 0.753180 -0.495190 -0.105916 0.127 Uiso 1 1 calc R U . . .
C17 C 0.7282(6) -0.6898(10) -0.0009(7) 0.111(3) Uani 1 1 d . . . . .
H17A H 0.753030 -0.746721 -0.039477 0.133 Uiso 1 1 calc R U . . .
H17B H 0.652897 -0.696228 -0.006904 0.133 Uiso 1 1 calc R U . . .
C18 C 0.7698(10) -0.7617(10) 0.0665(8) 0.120(4) Uani 1 1 d . . . . .
H18A H 0.744676 -0.706335 0.105457 0.145 Uiso 1 1 calc R U . . .
H18B H 0.747253 -0.869736 0.067716 0.145 Uiso 1 1 calc R U . . .
O20 O 0.7524(6) 0.2514(6) 0.3620(4) 0.1059(18) Uani 1 1 d . . . . .
O23 O 0.5613(5) 0.1617(7) 0.2723(3) 0.1047(17) Uani 1 1 d . . . . .
O26 O 0.4598(3) -0.1009(6) 0.3117(3) 0.0897(13) Uani 1 1 d . . . . .
O29 O 0.5785(4) -0.3290(5) 0.3913(3) 0.0882(12) Uani 1 1 d . . . . .
O32 O 0.7650(4) -0.2342(6) 0.4851(3) 0.0909(13) Uani 1 1 d . . . . .
O35 O 0.8693(4) 0.0227(7) 0.4431(3) 0.1034(17) Uani 1 1 d . . . . .
C19 C 0.8598(10) 0.2541(10) 0.3706(8) 0.125(4) Uani 1 1 d . . . . .
H19A H 0.884218 0.361159 0.369133 0.150 Uiso 1 1 calc R U . . .
H19B H 0.885401 0.196540 0.332431 0.150 Uiso 1 1 calc R U . . .
C21 C 0.7013(13) 0.3247(11) 0.2958(6) 0.133(4) Uani 1 1 d . U . . .
H21A H 0.721211 0.434042 0.295506 0.160 Uiso 1 1 calc R U . . .
H21B H 0.726661 0.274585 0.255659 0.160 Uiso 1 1 calc R U . . .
C22 C 0.5906(11) 0.3148(9) 0.2872(5) 0.118(3) Uani 1 1 d . U . . .
H22A H 0.564529 0.348539 0.330338 0.142 Uiso 1 1 calc R U . . .
H22B H 0.561358 0.382476 0.248869 0.142 Uiso 1 1 calc R U . . .
C24 C 0.4502(9) 0.1459(13) 0.2575(4) 0.119(3) Uani 1 1 d . . . . .
H24A H 0.425011 0.202971 0.214701 0.143 Uiso 1 1 calc R U . . .
H24B H 0.417722 0.189437 0.296287 0.143 Uiso 1 1 calc R U . . .
C25 C 0.4215(7) -0.0278(14) 0.2481(5) 0.114(3) Uani 1 1 d . . . . .
H25A H 0.346666 -0.040342 0.238421 0.137 Uiso 1 1 calc R U . . .
H25B H 0.452895 -0.072476 0.209033 0.137 Uiso 1 1 calc R U . . .
C27 C 0.4341(6) -0.2663(11) 0.3132(6) 0.107(3) Uani 1 1 d . . . . .
H27A H 0.359337 -0.279244 0.303271 0.128 Uiso 1 1 calc R U . . .
H27B H 0.465716 -0.320675 0.276686 0.128 Uiso 1 1 calc R U . . .
C28 C 0.4701(7) -0.3332(10) 0.3807(6) 0.107(3) Uani 1 1 d . . . . .
H28A H 0.442587 -0.274663 0.417811 0.128 Uiso 1 1 calc R U . . .
H28B H 0.446190 -0.440399 0.382425 0.128 Uiso 1 1 calc R U . . .
C30 C 0.6208(9) -0.3984(8) 0.4589(4) 0.105(3) Uani 1 1 d . . . . .
H30A H 0.600559 -0.507540 0.459620 0.126 Uiso 1 1 calc R U . . .
H30B H 0.592176 -0.345244 0.497042 0.126 Uiso 1 1 calc R U . . .
C31 C 0.7351(8) -0.3865(8) 0.4701(5) 0.102(2) Uani 1 1 d . . . . .
H31A H 0.762743 -0.453637 0.509125 0.122 Uiso 1 1 calc R U . . .
H31B H 0.763148 -0.421250 0.427901 0.122 Uiso 1 1 calc R U . . .
C33 C 0.8770(7) -0.2156(13) 0.4998(6) 0.118(3) Uani 1 1 d . . . . .
H33A H 0.909809 -0.261654 0.461748 0.141 Uiso 1 1 calc R U . . .
H33B H 0.902426 -0.269912 0.543393 0.141 Uiso 1 1 calc R U . . .
C34 C 0.9046(6) -0.0512(13) 0.5067(6) 0.116(3) Uani 1 1 d . . . . .
H34A H 0.872781 -0.004406 0.545084 0.140 Uiso 1 1 calc R U . . .
H34B H 0.979448 -0.039933 0.517222 0.140 Uiso 1 1 calc R U . . .
C36 C 0.8995(6) 0.1820(13) 0.4398(8) 0.130(5) Uani 1 1 d . . . . .
H36A H 0.974789 0.188852 0.447081 0.156 Uiso 1 1 calc R U . . .
H36B H 0.873105 0.239813 0.477519 0.156 Uiso 1 1 calc R U . . .
C43 C 0.8515(6) -0.2139(13) 0.2947(6) 0.123(4) Uani 1 1 d . . . . .
H43 H 0.921596 -0.220807 0.312526 0.147 Uiso 1 1 calc R U . . .
C45 C 0.6936(5) -0.1388(8) 0.2850(3) 0.0838(16) Uani 1 1 d . . . . .
H45 H 0.631928 -0.092077 0.294108 0.101 Uiso 1 1 calc R U . . .
N49 N 0.9400(3) -0.4192(4) 0.0820(2) 0.0610(8) Uani 1 1 d . . . . .
H49A H 0.975633 -0.361512 0.054505 0.073 Uiso 1 1 calc R U . . .
H49B H 0.884653 -0.460106 0.055934 0.073 Uiso 1 1 calc R U . . .
H49C H 0.980371 -0.495853 0.101599 0.073 Uiso 1 1 calc R U . . .
C42 C 0.8101(7) -0.2828(13) 0.2366(5) 0.116(3) Uani 1 1 d . . . . .
N44 N 0.7825(5) -0.1330(7) 0.3253(3) 0.0900(15) Uani 1 1 d . . . . .
H44 H 0.794451 -0.084741 0.365218 0.108 Uiso 1 1 calc R U . . .
N46 N 0.7067(5) -0.2223(8) 0.2292(3) 0.0952(17) Uani 1 1 d . . . . .
H46 H 0.660126 -0.238293 0.193530 0.114 Uiso 1 1 calc R U . . .
C47 C 0.8503(11) -0.3945(11) 0.1884(7) 0.123(3) Uani 1 1 d . . . . .
H47A H 0.895862 -0.468208 0.215954 0.147 Uiso 1 1 calc R U . . .
H47B H 0.792711 -0.452917 0.163568 0.147 Uiso 1 1 calc R U . . .
C48 C 0.9061(8) -0.3206(11) 0.1379(5) 0.104(2) Uani 1 1 d . . . . .
H48A H 0.967254 -0.271557 0.163422 0.125 Uiso 1 1 calc R U . . .
H48B H 0.862773 -0.237687 0.115318 0.125 Uiso 1 1 calc R U . . .
F4A F 1.109(2) -0.229(3) 0.3056(17) 0.215(15) Uani 0.45(3) 1 d . . P A 2
F2A F 1.2208(9) -0.118(4) 0.3369(11) 0.179(12) Uani 0.44(3) 1 d . . 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
F1 B1 1.314(16) . ?
F2 B1 1.381(18) . ?
F3 B1 1.411(19) . ?
F4 B1 1.321(14) . ?
B1 F4A 1.28(3) . ?
B1 F2A 1.368(17) . ?
F5 B38 1.305(14) . ?
F6 B38 1.363(13) . ?
F7 B38 1.381(10) . ?
F8 B38 1.316(10) . ?
O1 C2 1.435(13) . ?
O1 C18 1.380(13) . ?
O4 C3 1.426(11) . ?
O4 C5 1.444(11) . ?
O7 C6 1.412(9) . ?
O7 C8 1.420(9) . ?
O10 C9 1.419(7) . ?
O10 C11 1.437(8) . ?
O13 C12 1.438(8) . ?
O13 C14 1.453(9) . ?
O16 C15 1.401(11) . ?
O16 C17 1.462(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.496(17) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.457(15) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.476(12) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.473(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.498(14) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.461(19) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
O20 C19 1.383(14) . ?
O20 C21 1.484(16) . ?
O23 C22 1.382(12) . ?
O23 C24 1.438(14) . ?
O26 C25 1.397(11) . ?
O26 C27 1.454(10) . ?
O29 C28 1.395(11) . ?
O29 C30 1.457(10) . ?
O32 C31 1.377(10) . ?
O32 C33 1.453(11) . ?
O35 C34 1.390(14) . ?
O35 C36 1.421(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C36 1.48(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.427(19) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.536(17) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.428(16) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.475(15) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.452(16) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C43 H43 0.9300 . ?
C43 C42 1.306(13) . ?
C43 N44 1.325(10) . ?
C45 H45 0.9300 . ?
C45 N44 1.302(10) . ?
C45 N46 1.308(8) . ?
N49 H49A 0.8900 . ?
N49 H49B 0.8900 . ?
N49 H49C 0.8900 . ?
N49 C48 1.470(8) . ?
C42 N46 1.428(13) . ?
C42 C47 1.465(12) . ?
N44 H44 0.8600 . ?
N46 H46 0.8600 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 C48 1.423(14) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 B1 F2 121.1(13) . . ?
F1 B1 F3 87.1(13) . . ?
F1 B1 F4 133.5(13) . . ?
F1 B1 F2A 97.7(13) . . ?
F2 B1 F3 95.2(15) . . ?
F4 B1 F2 102.2(11) . . ?
F4 B1 F3 72.0(15) . . ?
F4A B1 F1 100(2) . . ?
F4A B1 F3 122.0(19) . . ?
F4A B1 F2A 84(2) . . ?
F2A B1 F3 153(2) . . ?
F5 B38 F6 110.8(14) . . ?
F5 B38 F7 110.5(12) . . ?
F5 B38 F8 111.1(9) . . ?
F6 B38 F7 105.3(8) . . ?
F8 B38 F6 108.5(10) . . ?
F8 B38 F7 110.6(8) . . ?
C18 O1 C2 112.4(8) . . ?
C3 O4 C5 113.3(7) . . ?
C6 O7 C8 113.3(6) . . ?
C9 O10 C11 112.1(5) . . ?
C12 O13 C14 112.0(6) . . ?
C15 O16 C17 113.5(7) . . ?
O1 C2 H2A 109.7 . . ?
O1 C2 H2B 109.7 . . ?
O1 C2 C3 109.6(6) . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
O4 C3 C2 108.0(7) . . ?
O4 C3 H3A 110.1 . . ?
O4 C3 H3B 110.1 . . ?
C2 C3 H3A 110.1 . . ?
C2 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
O4 C5 H5A 109.3 . . ?
O4 C5 H5B 109.3 . . ?
O4 C5 C6 111.5(6) . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
O7 C6 C5 108.5(6) . . ?
O7 C6 H6A 110.0 . . ?
O7 C6 H6B 110.0 . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
O7 C8 H8A 109.8 . . ?
O7 C8 H8B 109.8 . . ?
O7 C8 C9 109.4(5) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
O10 C9 C8 109.4(5) . . ?
O10 C9 H9A 109.8 . . ?
O10 C9 H9B 109.8 . . ?
C8 C9 H9A 109.8 . . ?
C8 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
O10 C11 H11A 109.8 . . ?
O10 C11 H11B 109.8 . . ?
O10 C11 C12 109.5(5) . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
O13 C12 C11 108.6(5) . . ?
O13 C12 H12A 110.0 . . ?
O13 C12 H12B 110.0 . . ?
C11 C12 H12A 110.0 . . ?
C11 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
O13 C14 H14A 110.0 . . ?
O13 C14 H14B 110.0 . . ?
O13 C14 C15 108.6(6) . . ?
H14A C14 H14B 108.4 . . ?
C15 C14 H14A 110.0 . . ?
C15 C14 H14B 110.0 . . ?
O16 C15 C14 108.3(6) . . ?
O16 C15 H15A 110.0 . . ?
O16 C15 H15B 110.0 . . ?
C14 C15 H15A 110.0 . . ?
C14 C15 H15B 110.0 . . ?
H15A C15 H15B 108.4 . . ?
O16 C17 H17A 109.4 . . ?
O16 C17 H17B 109.4 . . ?
O16 C17 C18 111.0(7) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
O1 C18 C17 108.3(8) . . ?
O1 C18 H18A 110.0 . . ?
O1 C18 H18B 110.0 . . ?
C17 C18 H18A 110.0 . . ?
C17 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C19 O20 C21 115.2(8) . . ?
C22 O23 C24 111.8(8) . . ?
C25 O26 C27 113.3(7) . . ?
C28 O29 C30 112.0(7) . . ?
C31 O32 C33 113.1(7) . . ?
C34 O35 C36 114.4(8) . . ?
O20 C19 H19A 109.9 . . ?
O20 C19 H19B 109.9 . . ?
O20 C19 C36 109.1(7) . . ?
H19A C19 H19B 108.3 . . ?
C36 C19 H19A 109.9 . . ?
C36 C19 H19B 109.9 . . ?
O20 C21 H21A 108.8 . . ?
O20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 O20 113.9(7) . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
O23 C22 C21 109.0(8) . . ?
O23 C22 H22A 109.9 . . ?
O23 C22 H22B 109.9 . . ?
C21 C22 H22A 109.9 . . ?
C21 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
O23 C24 H24A 109.7 . . ?
O23 C24 H24B 109.7 . . ?
O23 C24 C25 109.6(6) . . ?
H24A C24 H24B 108.2 . . ?
C25 C24 H24A 109.7 . . ?
C25 C24 H24B 109.7 . . ?
O26 C25 C24 106.1(6) . . ?
O26 C25 H25A 110.5 . . ?
O26 C25 H25B 110.5 . . ?
C24 C25 H25A 110.5 . . ?
C24 C25 H25B 110.5 . . ?
H25A C25 H25B 108.7 . . ?
O26 C27 H27A 109.5 . . ?
O26 C27 H27B 109.5 . . ?
H27A C27 H27B 108.0 . . ?
C28 C27 O26 110.9(6) . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
O29 C28 C27 109.1(7) . . ?
O29 C28 H28A 109.9 . . ?
O29 C28 H28B 109.9 . . ?
C27 C28 H28A 109.9 . . ?
C27 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
O29 C30 H30A 109.5 . . ?
O29 C30 H30B 109.5 . . ?
O29 C30 C31 110.9(6) . . ?
H30A C30 H30B 108.0 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
O32 C31 C30 110.3(6) . . ?
O32 C31 H31A 109.6 . . ?
O32 C31 H31B 109.6 . . ?
C30 C31 H31A 109.6 . . ?
C30 C31 H31B 109.6 . . ?
H31A C31 H31B 108.1 . . ?
O32 C33 H33A 109.5 . . ?
O32 C33 H33B 109.5 . . ?
O32 C33 C34 110.7(6) . . ?
H33A C33 H33B 108.1 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
O35 C34 C33 108.2(7) . . ?
O35 C34 H34A 110.1 . . ?
O35 C34 H34B 110.1 . . ?
C33 C34 H34A 110.1 . . ?
C33 C34 H34B 110.1 . . ?
H34A C34 H34B 108.4 . . ?
O35 C36 C19 111.8(7) . . ?
O35 C36 H36A 109.3 . . ?
O35 C36 H36B 109.3 . . ?
C19 C36 H36A 109.3 . . ?
C19 C36 H36B 109.3 . . ?
H36A C36 H36B 107.9 . . ?
C42 C43 H43 123.8 . . ?
C42 C43 N44 112.4(9) . . ?
N44 C43 H43 123.8 . . ?
N44 C45 H45 126.2 . . ?
N44 C45 N46 107.5(6) . . ?
N46 C45 H45 126.2 . . ?
H49A N49 H49B 109.5 . . ?
H49A N49 H49C 109.5 . . ?
H49B N49 H49C 109.5 . . ?
C48 N49 H49A 109.5 . . ?
C48 N49 H49B 109.5 . . ?
C48 N49 H49C 109.5 . . ?
C43 C42 N46 101.5(7) . . ?
C43 C42 C47 133.1(11) . . ?
N46 C42 C47 125.5(9) . . ?
C43 N44 H44 125.7 . . ?
C45 N44 C43 108.5(6) . . ?
C45 N44 H44 125.7 . . ?
C45 N46 C42 109.7(6) . . ?
C45 N46 H46 125.1 . . ?
C42 N46 H46 125.1 . . ?
C42 C47 H47A 109.1 . . ?
C42 C47 H47B 109.1 . . ?
H47A C47 H47B 107.8 . . ?
C48 C47 C42 112.7(8) . . ?
C48 C47 H47A 109.1 . . ?
C48 C47 H47B 109.1 . . ?
N49 C48 H48A 108.0 . . ?
N49 C48 H48B 108.0 . . ?
C47 C48 N49 117.4(7) . . ?
C47 C48 H48A 108.0 . . ?
C47 C48 H48B 108.0 . . ?
H48A C48 H48B 107.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C3 O4 69.9(9) . . . . ?
O4 C5 C6 O7 -61.4(9) . . . . ?
O7 C8 C9 O10 64.4(6) . . . . ?
O10 C11 C12 O13 -65.0(7) . . . . ?
O13 C14 C15 O16 64.2(8) . . . . ?
O16 C17 C18 O1 -60.5(8) . . . . ?
C2 O1 C18 C17 -176.8(6) . . . . ?
C3 O4 C5 C6 174.7(7) . . . . ?
C5 O4 C3 C2 174.3(7) . . . . ?
C6 O7 C8 C9 175.7(6) . . . . ?
C8 O7 C6 C5 -173.2(6) . . . . ?
C9 O10 C11 C12 178.8(5) . . . . ?
C11 O10 C9 C8 177.9(5) . . . . ?
C12 O13 C14 C15 177.4(6) . . . . ?
C14 O13 C12 C11 -179.4(6) . . . . ?
C15 O16 C17 C18 -179.7(7) . . . . ?
C17 O16 C15 C14 172.8(6) . . . . ?
C18 O1 C2 C3 -179.3(6) . . . . ?
O20 C19 C36 O35 62.0(9) . . . . ?
O20 C21 C22 O23 -71.4(9) . . . . ?
O23 C24 C25 O26 59.7(9) . . . . ?
O26 C27 C28 O29 -65.3(8) . . . . ?
O29 C30 C31 O32 72.6(8) . . . . ?
O32 C33 C34 O35 -60.5(10) . . . . ?
C19 O20 C21 C22 177.7(8) . . . . ?
C21 O20 C19 C36 178.1(6) . . . . ?
C22 O23 C24 C25 -174.8(7) . . . . ?
C24 O23 C22 C21 -175.4(7) . . . . ?
C25 O26 C27 C28 -176.8(7) . . . . ?
C27 O26 C25 C24 176.9(7) . . . . ?
C28 O29 C30 C31 -177.6(6) . . . . ?
C30 O29 C28 C27 -178.9(6) . . . . ?
C31 O32 C33 C34 173.1(8) . . . . ?
C33 O32 C31 C30 177.4(7) . . . . ?
C34 O35 C36 C19 179.8(7) . . . . ?
C36 O35 C34 C33 -174.4(7) . . . . ?
C43 C42 N46 C45 -6.1(11) . . . . ?
C43 C42 C47 C48 -83.0(18) . . . . ?
C42 C43 N44 C45 -4.1(13) . . . . ?
C42 C47 C48 N49 -173.4(10) . . . . ?
N44 C43 C42 N46 6.0(13) . . . . ?
N44 C43 C42 C47 -173.3(11) . . . . ?
N44 C45 N46 C42 4.0(10) . . . . ?
N46 C45 N44 C43 -0.2(10) . . . . ?
N46 C42 C47 C48 97.8(13) . . . . ?
C47 C42 N46 C45 173.3(10) . . . . ?

_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
;
####################################################################### 
# 
# 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_lyr-1017-409_auto
_database_code_depnum_ccdc_archive 'CCDC 2130999'
loop_
_audit_author_name
_audit_author_address
'Yi-Rong Li'
;Nanchang University
China
;
_audit_update_record             
;
2021-12-27 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C12 H24 O6), 2(B F4), C5 H11 N3'
_chemical_formula_sum            'C29 H59 B2 F8 N3 O12'
_chemical_formula_weight         815.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N B F'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   12.926(3)
_cell_length_b                   8.7447(16)
_cell_length_c                   19.506(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.57(2)
_cell_angle_gamma                90
_cell_volume                     2174.1(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1759
_cell_measurement_temperature    402(10)
_cell_measurement_theta_max      31.2530
_cell_measurement_theta_min      1.8810
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17941
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.500
_diffrn_reflns_theta_max         24.500
_diffrn_reflns_theta_min         1.764
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      402(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -16.00  24.00   0.50    2.45    --   -5.21  53.00   2.00   80
  2  ω     41.00  67.00   0.50    2.45    --   -5.21  53.00   2.00   52
  3  ω    -18.00  39.00   0.50    2.45    --    5.05 -99.00 -60.00  114
  4  ω    -18.00  28.00   0.50    2.45    --   -5.21 -99.00-150.00   92
  5  ω    -36.00 -10.00   0.50    2.45    --   -5.21 -53.00-142.00   52
  6  ω    -77.00 -47.00   0.50    2.45    --   -5.21 -53.00-142.00   60
  7  ω    -77.00   3.00   0.50    2.45    --   -5.21 -37.00 120.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0525474000
_diffrn_orient_matrix_UB_12      0.0190801000
_diffrn_orient_matrix_UB_13      -0.0141818000
_diffrn_orient_matrix_UB_21      0.0022079000
_diffrn_orient_matrix_UB_22      -0.0494865000
_diffrn_orient_matrix_UB_23      -0.0285855000
_diffrn_orient_matrix_UB_31      -0.0181691000
_diffrn_orient_matrix_UB_32      -0.0611961000
_diffrn_orient_matrix_UB_33      0.0186222000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1479
_reflns_number_total             3612
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.289
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         3612
_refine_ls_number_restraints     1070
_refine_ls_R_factor_all          0.1991
_refine_ls_R_factor_gt           0.1259
_refine_ls_restrained_S_all      1.288
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3768
_refine_ls_wR_factor_ref         0.4455
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H,H) groups
2. Restrained distances
 O2-C8 = O2-C19 = O3-C9 = O3-C10 = O4-C11 = O5-C13 = O5-C14 = O6-C16 = O6-C15 =
  O7-C18
 1.43 with sigma of 0.02
 C1-N5 = C1-C1A = N5-C6 = C6-N7 = N7-C1A
 1.42 with sigma of 0.02
 O4-C12 = O7-C17
 1.42 with sigma of 0.02
 C8-C9 = C10-C11 = C12-C13 = C14-C15 = C16-C17 = C18-C19
 1.49 with sigma of 0.02
 C1-C6 = C1-N7 = N5-N7 = C6-C1A
 2.29 with sigma of 0.04
 N2-C4
 2.54 with sigma of 0.04
 O4-C10 = O4-C13 = O5-C15
 2.38 with sigma of 0.04
 O2-C9 = O2-C18 = O3-C8 = O3-C11 = O5-C12 = O6-C17 = O7-C19 = O7-C16
 2.37 with sigma of 0.04
 O6-C14
 2.36 with sigma of 0.04
 O2-C8 \\sim O2-C19 \\sim O3-C9 \\sim O3-C10 \\sim O4-C11 \\sim O4-C12 \\sim
O5-C13 \\sim O5-C14 \\sim O6-C15
 \\sim O6-C16 \\sim O7-C17 \\sim O7-C18
 with sigma of 0.02
 C8-C9 \\sim C10-C11 \\sim C12-C13 \\sim C14-C15 \\sim C16-C17 \\sim C18-C19
 with sigma of 0.02
 C9-C10 \\sim C11-C12 \\sim C13-C14 \\sim C15-C16 \\sim C17-C18 \\sim C19-C8
 with sigma of 0.04
 O2-C9 \\sim O3-C11 \\sim O4-C13 \\sim O5-C15 \\sim O6-C17 \\sim O7-C19 \\sim
O3-C8 \\sim O4-C10 \\sim O5-C12
 \\sim O6-C14 \\sim O7-C16 \\sim O2-C18
 with sigma of 0.04
 O5-C13 \\sim O5A-C13A
 with sigma of 0.02
 O6-C15 \\sim O6A-C15A
 with sigma of 0.02
 O5-C14 \\sim O5A-C14A
 with sigma of 0.02
 O6-C16 \\sim O6A-C16A
 with sigma of 0.02
 C13-C14 \\sim C13A-C14A
 with sigma of 0.04
 O7-C17 \\sim O7A-C17A
 with sigma of 0.02
 O7-C18 \\sim O7A-C18A
 with sigma of 0.02
 O4-C11 \\sim O4A-C11A
 with sigma of 0.02
 O6-C17 \\sim O6A-C17A
 with sigma of 0.04
 C8-C9 \\sim C8A-C9A
 with sigma of 0.02
 O7-C19 \\sim O7A-C19A
 with sigma of 0.04
 O3-C10 \\sim O3A-C10A
 with sigma of 0.02
 C9-C10 \\sim C9A-C10A
 with sigma of 0.04
 C10-C11 \\sim C10A-C11A
 with sigma of 0.02
 C11-C12 \\sim C11A-C12A
 with sigma of 0.04
 C12-C13 \\sim C12A-C13A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.04
 O4-C12 \\sim O4A-C12A
 with sigma of 0.02
 O2-C8 \\sim O2A-C8A
 with sigma of 0.02
 O3-C9 \\sim O3A-C9A
 with sigma of 0.02
 O6-C14 \\sim O6A-C14A
 with sigma of 0.04
 C14-C15 \\sim C14A-C15A
 with sigma of 0.02
 O7-C16 \\sim O7A-C16A
 with sigma of 0.04
 C16-C17 \\sim C16A-C17A
 with sigma of 0.02
 C8-C19 \\sim C8A-C19A
 with sigma of 0.04
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 O2-C9 \\sim O2A-C9A
 with sigma of 0.04
 O2-C18 \\sim O2A-C18A
 with sigma of 0.04
 O3-C8 \\sim O3A-C8A
 with sigma of 0.04
 C15-C16 \\sim C15A-C16A
 with sigma of 0.04
 O3-C11 \\sim O3A-C11A
 with sigma of 0.04
 O4-C10 \\sim O4A-C10A
 with sigma of 0.04
 O4-C13 \\sim O4A-C13A
 with sigma of 0.04
 O5-C12 \\sim O5A-C12A
 with sigma of 0.04
 O5-C15 \\sim O5A-C15A
 with sigma of 0.04
 O2-C19 \\sim O2A-C19A
 with sigma of 0.02
3. Rigid bond restraints
 F6A, B2, F4, B2, F3, B2, F4A, B2, F5A, B2, F5, B2, F3A, B2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O2 \\sim O3 \\sim O4 \\sim O5 \\sim O6 \\sim O7 \\sim C8 \\sim C9 \\sim C10
\\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim C18
\\sim C19: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
Uanis(C8A) \\sim Ueq: with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C9A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(C19A)
\\sim Ueq, Uanis(O3A) \\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C10A) \\sim Ueq,
Uanis(O7A) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(O4A)
\\sim Ueq, Uanis(C16A) \\sim Ueq, Uanis(C12A) \\sim Ueq, Uanis(O6A) \\sim Ueq,
Uanis(C13A) \\sim Ueq, Uanis(C15A) \\sim Ueq, Uanis(O5A) \\sim Ueq, Uanis(C14A)
\\sim Ueq: with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(F3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 O2, O3, O4, O5, O6, O7, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18,
 C19
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(F3A)=Sof(F5A)=Sof(F6A)=Sof(F4A)=1-FVAR(1)
 Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(O2A)=Sof(C19A)=Sof(H19C)=Sof(H19D)=Sof(C9A)=
 Sof(H9AA)=Sof(H9AB)=Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(O3A)=Sof(O7A)=Sof(C10A)=
 Sof(H10C)=Sof(H10D)=Sof(C17A)=Sof(H17C)=Sof(H17D)=Sof(C11A)=Sof(H11C)=
 Sof(H11D)=Sof(C16A)=Sof(H16C)=Sof(H16D)=Sof(O4A)=Sof(O6A)=Sof(C12A)=Sof(H12C)=
 Sof(H12D)=Sof(C15A)=Sof(H15C)=Sof(H15D)=Sof(C13A)=Sof(H13C)=Sof(H13D)=
 Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(O5A)=1-FVAR(2)
 Sof(O2)=Sof(O3)=Sof(O4)=Sof(O5)=Sof(O6)=Sof(O7)=Sof(C8)=Sof(H8A)=Sof(H8B)=
 Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=
 Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=
 Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=Sof(H19A)=
 Sof(H19B)=FVAR(2)
 Fixed Sof: N2(0.5) H2A(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3A(0.5) H3B(0.5)
 C4(0.5) H4A(0.5) H4B(0.5) C1(0.5) N5(0.5) H5(0.5) C6(0.5) H6(0.5) N7(0.5)
 H7(0.5) C1A(0.5) H1A(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B),
  C18(H18A,H18B), C19(H19A,H19B), C3(H3A,H3B), C4(H4A,H4B), C8A(H8AA,H8AB),
 C19A(H19C,H19D), C9A(H9AA,H9AB), C18A(H18C,H18D), C10A(H10C,H10D), C17A(H17C,
 H17D), C11A(H11C,H11D), C16A(H16C,H16D), C12A(H12C,H12D), C15A(H15C,H15D),
 C13A(H13C,H13D), C14A(H14C,H14D)
7.b Aromatic/amide H refined with riding coordinates:
 N5(H5), C6(H6), N7(H7), C1A(H1A)
7.c Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C)
;
_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
O2 O 0.6552(6) 0.1437(10) 0.0982(4) 0.166(3) Uani 0.596(10) 1 d D U P A 1
O3 O 0.7749(6) -0.0594(11) 0.1855(5) 0.173(3) Uani 0.596(10) 1 d D U P A 1
O4 O 0.9648(7) 0.0564(11) 0.2653(6) 0.194(3) Uani 0.596(10) 1 d D U P A 1
O5 O 1.0553(7) 0.3084(13) 0.2183(5) 0.196(4) Uani 0.596(10) 1 d D U P A 1
O6 O 0.9347(9) 0.5071(13) 0.1318(7) 0.223(5) Uani 0.596(10) 1 d D U P A 1
O7 O 0.7465(8) 0.3992(10) 0.0566(5) 0.188(4) Uani 0.596(10) 1 d D U P A 1
C8 C 0.6248(10) -0.0091(13) 0.1044(7) 0.183(5) Uani 0.596(10) 1 d D U P A 1
H8A H 0.654316 -0.073105 0.071943 0.219 Uiso 0.596(10) 1 calc R U P A 1
H8B H 0.548986 -0.017965 0.094526 0.219 Uiso 0.596(10) 1 calc R U P A 1
C9 C 0.6639(7) -0.0567(15) 0.1756(7) 0.186(4) Uani 0.596(10) 1 d D U P A 1
H9A H 0.640374 0.014247 0.207974 0.223 Uiso 0.596(10) 1 calc R U P A 1
H9B H 0.637212 -0.157562 0.183819 0.223 Uiso 0.596(10) 1 calc R U P A 1
C10 C 0.8173(10) -0.1017(18) 0.2541(7) 0.192(5) Uani 0.596(10) 1 d D U P A 1
H10A H 0.793557 -0.203660 0.263375 0.231 Uiso 0.596(10) 1 calc R U P A 1
H10B H 0.792669 -0.031677 0.286380 0.231 Uiso 0.596(10) 1 calc R U P A 1
C11 C 0.9316(10) -0.0991(14) 0.2646(8) 0.206(5) Uani 0.596(10) 1 d D U P A 1
H11A H 0.959932 -0.147887 0.308399 0.247 Uiso 0.596(10) 1 calc R U P A 1
H11B H 0.956655 -0.154192 0.227449 0.247 Uiso 0.596(10) 1 calc R U P A 1
C12 C 1.0731(10) 0.0752(16) 0.2732(11) 0.213(6) Uani 0.596(10) 1 d D U P A 1
H12A H 1.098294 0.036194 0.232392 0.255 Uiso 0.596(10) 1 calc R U P A 1
H12B H 1.106775 0.017562 0.313235 0.255 Uiso 0.596(10) 1 calc R U P A 1
C13 C 1.1006(12) 0.2379(16) 0.2826(8) 0.217(6) Uani 0.596(10) 1 d D U P A 1
H13A H 1.071516 0.280947 0.321068 0.260 Uiso 0.596(10) 1 calc R U P A 1
H13B H 1.176136 0.251445 0.291384 0.260 Uiso 0.596(10) 1 calc R U P A 1
C14 C 1.0841(13) 0.4596(16) 0.2136(9) 0.212(6) Uani 0.596(10) 1 d D U P A 1
H14A H 1.159982 0.467867 0.223645 0.254 Uiso 0.596(10) 1 calc R U P A 1
H14B H 1.055453 0.519509 0.247862 0.254 Uiso 0.596(10) 1 calc R U P A 1
C15 C 1.0461(11) 0.520(2) 0.1442(10) 0.249(7) Uani 0.596(10) 1 d D U P A 1
H15A H 1.066484 0.626746 0.141639 0.299 Uiso 0.596(10) 1 calc R U P A 1
H15B H 1.075810 0.463052 0.109638 0.299 Uiso 0.596(10) 1 calc R U P A 1
C16 C 0.8898(13) 0.560(3) 0.0660(9) 0.251(8) Uani 0.596(10) 1 d D U P A 1
H16A H 0.909500 0.495196 0.029902 0.301 Uiso 0.596(10) 1 calc R U P A 1
H16B H 0.912347 0.663862 0.058818 0.301 Uiso 0.596(10) 1 calc R U P A 1
C17 C 0.7763(12) 0.5545(14) 0.0649(9) 0.236(6) Uani 0.596(10) 1 d D U P A 1
H17A H 0.759164 0.594506 0.108033 0.284 Uiso 0.596(10) 1 calc R U P A 1
H17B H 0.739951 0.615051 0.026661 0.284 Uiso 0.596(10) 1 calc R U P A 1
C18 C 0.6369(9) 0.3807(15) 0.0400(9) 0.205(5) Uani 0.596(10) 1 d D U P A 1
H18A H 0.611208 0.428549 -0.004424 0.247 Uiso 0.596(10) 1 calc R U P A 1
H18B H 0.603318 0.430033 0.075098 0.247 Uiso 0.596(10) 1 calc R U P A 1
C19 C 0.6108(10) 0.2196(16) 0.0367(7) 0.200(5) Uani 0.596(10) 1 d D U P A 1
H19A H 0.535202 0.207679 0.029370 0.240 Uiso 0.596(10) 1 calc R U P A 1
H19B H 0.636569 0.173561 -0.002516 0.240 Uiso 0.596(10) 1 calc R U P A 1
B2 B 1.3028(11) 0.1746(16) 0.1051(8) 0.223(3) Uani 1 1 d . U . . .
F3 F 1.4056(7) 0.1495(16) 0.1389(7) 0.277(6) Uani 0.519(12) 1 d . U P B 1
F4 F 1.2460(13) 0.2874(18) 0.1028(8) 0.285(7) Uani 0.519(12) 1 d . U P B 1
F5 F 1.310(2) 0.133(3) 0.0455(10) 0.424(17) Uani 0.519(12) 1 d . U P B 1
F6 F 1.2418(8) 0.074(2) 0.1360(9) 0.306(8) Uani 0.519(12) 1 d . . P B 1
N2 N 0.8852(5) 0.1813(7) 0.1303(4) 0.129(2) Uani 0.5 1 d D . P C -1
H2A H 0.841647 0.251457 0.108721 0.155 Uiso 0.5 1 calc R U P C -1
H2B H 0.936187 0.227276 0.159358 0.155 Uiso 0.5 1 calc R U P C -1
H2C H 0.850074 0.118758 0.154172 0.155 Uiso 0.5 1 calc R U P C -1
C3 C 0.932(2) 0.091(3) 0.0778(10) 0.171(7) Uani 0.5 1 d . . P C -1
H3A H 0.996378 0.051510 0.104270 0.205 Uiso 0.5 1 calc R U P C -1
H3B H 0.885513 0.003810 0.068739 0.205 Uiso 0.5 1 calc R U P C -1
C4 C 0.956(3) 0.121(3) 0.0183(15) 0.43(3) Uani 0.5 1 d D . P C -1
H4A H 1.001127 0.210994 0.023618 0.511 Uiso 0.5 1 calc R U P C -1
H4B H 0.892522 0.149289 -0.012630 0.511 Uiso 0.5 1 calc R U P C -1
C1 C 1.0027(17) 0.019(6) -0.013(2) 0.23(2) Uani 0.5 1 d D . P C -1
N5 N 1.1055(7) -0.0233(11) -0.0179(5) 0.162(3) Uani 0.5 1 d D . P C -1
H5 H 1.156368 0.003153 0.014203 0.195 Uiso 0.5 1 calc R U P C -1
C6 C 1.1249(8) -0.1027(19) -0.0714(9) 0.151(6) Uani 0.5 1 d D . P C -1
H6 H 1.189254 -0.132728 -0.082336 0.182 Uiso 0.5 1 calc R U P C -1
N7 N 1.0266(13) -0.1297(19) -0.1069(7) 0.222(12) Uani 0.5 1 d D . P C -1
H7 H 1.011150 -0.173633 -0.146693 0.266 Uiso 0.5 1 calc R U P C -1
C1A C 0.9596(8) -0.0759(16) -0.0688(6) 0.173(5) Uani 0.5 1 d D . P C -1
H1A H 0.888375 -0.098853 -0.078286 0.208 Uiso 0.5 1 calc R U P C -1
F3A F 1.3158(12) 0.2082(11) 0.1731(6) 0.250(6) Uani 0.481(12) 1 d . U P B 2
F5A F 1.3822(7) 0.2681(17) 0.0772(8) 0.267(6) Uani 0.481(12) 1 d . U P B 2
F6A F 1.2250(13) 0.207(2) 0.0568(11) 0.324(10) Uani 0.481(12) 1 d . U P B 2
F4A F 1.316(2) 0.0249(13) 0.0966(7) 0.326(12) Uani 0.481(12) 1 d . U P B 2
C8A C 0.613(2) 0.096(3) 0.0629(11) 0.261(14) Uani 0.404(10) 1 d D U P A 2
H8AA H 0.645962 0.024353 0.035256 0.313 Uiso 0.404(10) 1 calc R U P A 2
H8AB H 0.541475 0.112774 0.040435 0.313 Uiso 0.404(10) 1 calc R U P A 2
O2A O 0.6674(15) 0.232(2) 0.0684(10) 0.245(8) Uani 0.404(10) 1 d D U P A 2
C19A C 0.669(2) 0.325(3) 0.0110(9) 0.240(11) Uani 0.404(10) 1 d D U P A 2
H19C H 0.599252 0.337893 -0.014939 0.287 Uiso 0.404(10) 1 calc R U P A 2
H19D H 0.713346 0.279569 -0.019383 0.287 Uiso 0.404(10) 1 calc R U P A 2
C9A C 0.616(2) 0.037(3) 0.1329(13) 0.249(14) Uani 0.404(10) 1 d D U P A 2
H9AA H 0.603513 0.117891 0.164522 0.299 Uiso 0.404(10) 1 calc R U P A 2
H9AB H 0.562476 -0.041390 0.133166 0.299 Uiso 0.404(10) 1 calc R U P A 2
C18A C 0.712(2) 0.470(3) 0.0379(15) 0.257(14) Uani 0.404(10) 1 d D U P A 2
H18C H 0.700059 0.547138 0.001876 0.308 Uiso 0.404(10) 1 calc R U P A 2
H18D H 0.678587 0.502146 0.076396 0.308 Uiso 0.404(10) 1 calc R U P A 2
O3A O 0.7163(17) -0.025(3) 0.1523(10) 0.243(9) Uani 0.404(10) 1 d D U P A 2
O7A O 0.8202(17) 0.449(2) 0.0603(13) 0.294(11) Uani 0.404(10) 1 d D U P A 2
C10A C 0.7337(19) -0.098(3) 0.2175(13) 0.241(11) Uani 0.404(10) 1 d D U P A 2
H10C H 0.691698 -0.189768 0.216257 0.290 Uiso 0.404(10) 1 calc R U P A 2
H10D H 0.714713 -0.029896 0.252798 0.290 Uiso 0.404(10) 1 calc R U P A 2
C17A C 0.8673(18) 0.583(3) 0.0906(14) 0.223(12) Uani 0.404(10) 1 d D U P A 2
H17C H 0.840271 0.606226 0.132938 0.267 Uiso 0.404(10) 1 calc R U P A 2
H17D H 0.852011 0.668121 0.058858 0.267 Uiso 0.404(10) 1 calc R U P A 2
C11A C 0.845(2) -0.135(3) 0.2330(17) 0.270(17) Uani 0.404(10) 1 d D U P A 2
H11C H 0.856783 -0.213050 0.268696 0.324 Uiso 0.404(10) 1 calc R U P A 2
H11D H 0.868533 -0.173128 0.191649 0.324 Uiso 0.404(10) 1 calc R U P A 2
C16A C 0.9789(17) 0.557(3) 0.1061(14) 0.265(14) Uani 0.404(10) 1 d D U P A 2
H16C H 1.001742 0.499861 0.068751 0.318 Uiso 0.404(10) 1 calc R U P A 2
H16D H 1.015682 0.654176 0.110714 0.318 Uiso 0.404(10) 1 calc R U P A 2
O4A O 0.8979(17) -0.0016(19) 0.2559(11) 0.233(8) Uani 0.404(10) 1 d D U P A 2
O6A O 1.0015(18) 0.475(3) 0.1686(10) 0.281(12) Uani 0.404(10) 1 d D U P A 2
C12A C 1.008(2) -0.026(3) 0.269(2) 0.33(2) Uani 0.404(10) 1 d D U P A 2
H12C H 1.033216 -0.049302 0.225570 0.392 Uiso 0.404(10) 1 calc R U P A 2
H12D H 1.026026 -0.110495 0.300563 0.392 Uiso 0.404(10) 1 calc R U P A 2
C15A C 1.1054(19) 0.433(4) 0.1904(15) 0.269(18) Uani 0.404(10) 1 d D U P A 2
H15C H 1.149089 0.523988 0.195577 0.323 Uiso 0.404(10) 1 calc R U P A 2
H15D H 1.128616 0.367915 0.155751 0.323 Uiso 0.404(10) 1 calc R U P A 2
C13A C 1.0567(19) 0.114(3) 0.2987(12) 0.232(13) Uani 0.404(10) 1 d D U P A 2
H13C H 1.013611 0.161022 0.329192 0.278 Uiso 0.404(10) 1 calc R U P A 2
H13D H 1.125476 0.093278 0.325392 0.278 Uiso 0.404(10) 1 calc R U P A 2
C14A C 1.116(2) 0.353(3) 0.2560(13) 0.252(12) Uani 0.404(10) 1 d D U P A 2
H14C H 1.189886 0.337782 0.274759 0.303 Uiso 0.404(10) 1 calc R U P A 2
H14D H 1.084586 0.411728 0.289278 0.303 Uiso 0.404(10) 1 calc R U P A 2
O5A O 1.0653(18) 0.211(3) 0.2434(11) 0.275(12) Uani 0.404(10) 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
O2 C8 1.404(10) . ?
O2 C19 1.407(10) . ?
O3 C9 1.416(9) . ?
O3 C10 1.409(10) . ?
O4 C11 1.426(10) . ?
O4 C12 1.392(11) . ?
O5 C13 1.433(10) . ?
O5 C14 1.381(11) . ?
O6 C15 1.424(11) . ?
O6 C16 1.398(11) . ?
O7 C17 1.413(11) . ?
O7 C18 1.409(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.456(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.457(11) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.470(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.461(12) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.465(12) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.448(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
B2 F3 1.398(14) . ?
B2 F4 1.227(14) . ?
B2 F5 1.23(2) . ?
B2 F6 1.387(16) . ?
B2 F3A 1.342(16) . ?
B2 F5A 1.484(17) . ?
B2 F6A 1.290(14) . ?
B2 F4A 1.335(17) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C3 1.495(15) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.28(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C1 1.28(4) . ?
C1 N5 1.399(19) . ?
C1 C1A 1.41(2) . ?
N5 H5 0.8600 . ?
N5 C6 1.313(14) . ?
C6 H6 0.9300 . ?
C6 N7 1.363(15) . ?
N7 H7 0.8600 . ?
N7 C1A 1.318(15) . ?
C1A H1A 0.9300 . ?
C8A H8AA 0.9700 . ?
C8A H8AB 0.9700 . ?
C8A O2A 1.374(14) . ?
C8A C9A 1.458(16) . ?
O2A C19A 1.382(14) . ?
C19A H19C 0.9700 . ?
C19A H19D 0.9700 . ?
C19A C18A 1.446(16) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A O3A 1.401(14) . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
C18A O7A 1.405(14) . ?
O3A C10A 1.404(14) . ?
O7A C17A 1.401(14) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A C11A 1.451(16) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C16A 1.441(15) . ?
C11A H11C 0.9700 . ?
C11A H11D 0.9700 . ?
C11A O4A 1.390(14) . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C16A O6A 1.405(14) . ?
O4A C12A 1.425(14) . ?
O6A C15A 1.387(14) . ?
C12A H12C 0.9700 . ?
C12A H12D 0.9700 . ?
C12A C13A 1.454(16) . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C14A 1.445(16) . ?
C13A H13C 0.9700 . ?
C13A H13D 0.9700 . ?
C13A O5A 1.388(14) . ?
C14A H14C 0.9700 . ?
C14A H14D 0.9700 . ?
C14A O5A 1.408(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 C19 116.3(9) . . ?
C10 O3 C9 111.1(9) . . ?
C12 O4 C11 114.2(9) . . ?
C14 O5 C13 113.2(10) . . ?
C16 O6 C15 112.5(12) . . ?
C18 O7 C17 112.4(9) . . ?
O2 C8 H8A 110.3 . . ?
O2 C8 H8B 110.3 . . ?
O2 C8 C9 107.3(9) . . ?
H8A C8 H8B 108.5 . . ?
C9 C8 H8A 110.3 . . ?
C9 C8 H8B 110.3 . . ?
O3 C9 C8 108.5(10) . . ?
O3 C9 H9A 110.0 . . ?
O3 C9 H9B 110.0 . . ?
C8 C9 H9A 110.0 . . ?
C8 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
O3 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
O3 C10 C11 110.8(9) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
O4 C11 C10 108.2(11) . . ?
O4 C11 H11A 110.1 . . ?
O4 C11 H11B 110.1 . . ?
C10 C11 H11A 110.1 . . ?
C10 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
O4 C12 H12A 109.6 . . ?
O4 C12 H12B 109.6 . . ?
O4 C12 C13 110.2(11) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
O5 C13 C12 104.6(11) . . ?
O5 C13 H13A 110.8 . . ?
O5 C13 H13B 110.8 . . ?
C12 C13 H13A 110.8 . . ?
C12 C13 H13B 110.8 . . ?
H13A C13 H13B 108.9 . . ?
O5 C14 H14A 109.5 . . ?
O5 C14 H14B 109.5 . . ?
O5 C14 C15 110.9(11) . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
O6 C15 C14 107.6(12) . . ?
O6 C15 H15A 110.2 . . ?
O6 C15 H15B 110.2 . . ?
C14 C15 H15A 110.2 . . ?
C14 C15 H15B 110.2 . . ?
H15A C15 H15B 108.5 . . ?
O6 C16 H16A 110.7 . . ?
O6 C16 H16B 110.7 . . ?
O6 C16 C17 105.3(12) . . ?
H16A C16 H16B 108.8 . . ?
C17 C16 H16A 110.7 . . ?
C17 C16 H16B 110.7 . . ?
O7 C17 C16 106.7(13) . . ?
O7 C17 H17A 110.4 . . ?
O7 C17 H17B 110.4 . . ?
C16 C17 H17A 110.4 . . ?
C16 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
O7 C18 H18A 109.7 . . ?
O7 C18 H18B 109.7 . . ?
O7 C18 C19 109.8(9) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.7 . . ?
C19 C18 H18B 109.7 . . ?
O2 C19 C18 111.2(11) . . ?
O2 C19 H19A 109.4 . . ?
O2 C19 H19B 109.4 . . ?
C18 C19 H19A 109.4 . . ?
C18 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
F4 B2 F3 131.3(16) . . ?
F4 B2 F5 109.7(15) . . ?
F4 B2 F6 98.4(16) . . ?
F5 B2 F3 100.8(19) . . ?
F5 B2 F6 111(2) . . ?
F6 B2 F3 105.0(11) . . ?
F3A B2 F5A 105.1(11) . . ?
F6A B2 F3A 129(2) . . ?
F6A B2 F5A 96.6(12) . . ?
F6A B2 F4A 103.1(16) . . ?
F4A B2 F3A 109.8(12) . . ?
F4A B2 F5A 112.5(19) . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C3 N2 H2A 109.5 . . ?
C3 N2 H2B 109.5 . . ?
C3 N2 H2C 109.5 . . ?
N2 C3 H3A 103.5 . . ?
N2 C3 H3B 103.5 . . ?
H3A C3 H3B 105.3 . . ?
C4 C3 N2 135(2) . . ?
C4 C3 H3A 103.5 . . ?
C4 C3 H3B 103.5 . . ?
C3 C4 H4A 107.5 . . ?
C3 C4 H4B 107.5 . . ?
C3 C4 C1 119(4) . . ?
H4A C4 H4B 107.0 . . ?
C1 C4 H4A 107.5 . . ?
C1 C4 H4B 107.5 . . ?
C4 C1 N5 138(3) . . ?
C4 C1 C1A 128(2) . . ?
N5 C1 C1A 92.7(12) . . ?
C1 N5 H5 119.8 . . ?
C6 N5 C1 120.4(12) . . ?
C6 N5 H5 119.8 . . ?
N5 C6 H6 128.9 . . ?
N5 C6 N7 102.1(10) . . ?
N7 C6 H6 128.9 . . ?
C6 N7 H7 126.4 . . ?
C1A N7 C6 107.3(10) . . ?
C1A N7 H7 126.4 . . ?
C1 C1A H1A 122.1 . . ?
N7 C1A C1 115.8(13) . . ?
N7 C1A H1A 122.1 . . ?
H8AA C8A H8AB 108.5 . . ?
O2A C8A H8AA 110.1 . . ?
O2A C8A H8AB 110.1 . . ?
O2A C8A C9A 107.8(18) . . ?
C9A C8A H8AA 110.1 . . ?
C9A C8A H8AB 110.1 . . ?
C8A O2A C19A 121.2(16) . . ?
O2A C19A H19C 110.5 . . ?
O2A C19A H19D 110.5 . . ?
O2A C19A C18A 106.0(16) . . ?
H19C C19A H19D 108.7 . . ?
C18A C19A H19C 110.5 . . ?
C18A C19A H19D 110.5 . . ?
C8A C9A H9AA 110.7 . . ?
C8A C9A H9AB 110.7 . . ?
H9AA C9A H9AB 108.8 . . ?
O3A C9A C8A 105.4(17) . . ?
O3A C9A H9AA 110.7 . . ?
O3A C9A H9AB 110.7 . . ?
C19A C18A H18C 110.2 . . ?
C19A C18A H18D 110.2 . . ?
H18C C18A H18D 108.5 . . ?
O7A C18A C19A 107.5(19) . . ?
O7A C18A H18C 110.2 . . ?
O7A C18A H18D 110.2 . . ?
C9A O3A C10A 114.9(16) . . ?
C17A O7A C18A 111.4(17) . . ?
O3A C10A H10C 110.3 . . ?
O3A C10A H10D 110.3 . . ?
O3A C10A C11A 107.1(19) . . ?
H10C C10A H10D 108.6 . . ?
C11A C10A H10C 110.3 . . ?
C11A C10A H10D 110.3 . . ?
O7A C17A H17C 110.1 . . ?
O7A C17A H17D 110.1 . . ?
O7A C17A C16A 108.0(18) . . ?
H17C C17A H17D 108.4 . . ?
C16A C17A H17C 110.1 . . ?
C16A C17A H17D 110.1 . . ?
C10A C11A H11C 110.2 . . ?
C10A C11A H11D 110.2 . . ?
H11C C11A H11D 108.5 . . ?
O4A C11A C10A 107.4(17) . . ?
O4A C11A H11C 110.2 . . ?
O4A C11A H11D 110.2 . . ?
C17A C16A H16C 110.0 . . ?
C17A C16A H16D 110.0 . . ?
H16C C16A H16D 108.4 . . ?
O6A C16A C17A 108.6(17) . . ?
O6A C16A H16C 110.0 . . ?
O6A C16A H16D 110.0 . . ?
C11A O4A C12A 111.2(15) . . ?
C15A O6A C16A 116.8(17) . . ?
O4A C12A H12C 110.3 . . ?
O4A C12A H12D 110.3 . . ?
O4A C12A C13A 107.2(19) . . ?
H12C C12A H12D 108.5 . . ?
C13A C12A H12C 110.3 . . ?
C13A C12A H12D 110.3 . . ?
O6A C15A H15C 109.6 . . ?
O6A C15A H15D 109.6 . . ?
O6A C15A C14A 110.2(18) . . ?
H15C C15A H15D 108.1 . . ?
C14A C15A H15C 109.6 . . ?
C14A C15A H15D 109.6 . . ?
C12A C13A H13C 110.4 . . ?
C12A C13A H13D 110.4 . . ?
H13C C13A H13D 108.6 . . ?
O5A C13A C12A 106.5(18) . . ?
O5A C13A H13C 110.4 . . ?
O5A C13A H13D 110.4 . . ?
C15A C14A H14C 110.2 . . ?
C15A C14A H14D 110.2 . . ?
H14C C14A H14D 108.5 . . ?
O5A C14A C15A 107.4(18) . . ?
O5A C14A H14C 110.2 . . ?
O5A C14A H14D 110.2 . . ?
C13A O5A C14A 119.8(17) . . ?

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
O2 C8 C9 O3 -66.7(12) . . . . ?
O3 C10 C11 O4 71.3(15) . . . . ?
O4 C12 C13 O5 -64.5(18) . . . . ?
O5 C14 C15 O6 59.5(19) . . . . ?
O6 C16 C17 O7 -75.9(17) . . . . ?
O7 C18 C19 O2 54.0(16) . . . . ?
C8 O2 C19 C18 172.5(12) . . . . ?
C9 O3 C10 C11 -178.0(12) . . . . ?
C10 O3 C9 C8 178.7(12) . . . . ?
C11 O4 C12 C13 -172.5(14) . . . . ?
C12 O4 C11 C10 -178.4(13) . . . . ?
C13 O5 C14 C15 173.3(15) . . . . ?
C14 O5 C13 C12 -172.2(14) . . . . ?
C15 O6 C16 C17 -173.8(16) . . . . ?
C16 O6 C15 C14 -179.0(17) . . . . ?
C17 O7 C18 C19 -176.3(12) . . . . ?
C18 O7 C17 C16 -167.3(12) . . . . ?
C19 O2 C8 C9 -170.1(11) . . . . ?
N2 C3 C4 C1 175(3) . . . . ?
C3 C4 C1 N5 -93(9) . . . . ?
C3 C4 C1 C1A 103(6) . . . . ?
C4 C1 N5 C6 -157(6) . . . . ?
C4 C1 C1A N7 156(5) . . . . ?
C1 N5 C6 N7 -4(4) . . . . ?
N5 C1 C1A N7 -13(5) . . . . ?
N5 C6 N7 C1A -5(2) . . . . ?
C6 N7 C1A C1 13(4) . . . . ?
C1A C1 N5 C6 10(5) . . . . ?
C8A O2A C19A C18A 168(2) . . . . ?
C8A C9A O3A C10A -177(2) . . . . ?
O2A C8A C9A O3A -77(3) . . . . ?
O2A C19A C18A O7A 74(3) . . . . ?
C19A C18A O7A C17A -177(2) . . . . ?
C9A C8A O2A C19A -173(2) . . . . ?
C9A O3A C10A C11A -172(2) . . . . ?
C18A O7A C17A C16A -175(2) . . . . ?
O3A C10A C11A O4A 79(3) . . . . ?
O7A C17A C16A O6A -81(3) . . . . ?
C10A C11A O4A C12A -177(2) . . . . ?
C17A C16A O6A C15A 177(2) . . . . ?
C11A O4A C12A C13A -175(2) . . . . ?
C16A O6A C15A C14A 178(2) . . . . ?
O4A C12A C13A O5A -84(3) . . . . ?
O6A C15A C14A O5A 69(3) . . . . ?
C12A C13A O5A C14A -176(2) . . . . ?
C15A C14A O5A C13A -175(2) . . . . ?

_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 2.396
_oxdiff_exptl_absorpt_empirical_full_min 0.499
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 2131000'
loop_
_audit_author_name
_audit_author_address
'Yi-Rong Li'
;Nanchang University
China
;
_audit_update_record             
;
2022-01-02 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2022-01-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(B F4), 2(C12 H24 O6), C5 H10 N3, C5 H11 N3'
_chemical_formula_sum            'C34 H69 B2 F8 N6 O12'
_chemical_formula_weight         927.57
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N B F'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6823(2)
_cell_length_b                   28.9209(7)
_cell_length_c                   15.9356(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.244(2)
_cell_angle_gamma                90
_cell_volume                     4792.23(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8639
_cell_measurement_temperature    280.9(9)
_cell_measurement_theta_max      68.1500
_cell_measurement_theta_min      3.0610
_shelx_estimated_absorpt_T_max   0.908
_shelx_estimated_absorpt_T_min   0.890
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_T_max  0.906
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1972
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34798
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.870
_diffrn_reflns_theta_min         3.056
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      280.9(9)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     34.00  66.00   0.50    0.50    --  107.00 -61.00-180.00   64
  2  ω     37.00  65.00   0.50    0.50    --  107.00 -61.00-120.00   56
  3  ω     88.00 173.00   0.50    0.50    --  107.00  30.00 -90.00  170
  4  ω    133.00 158.00   0.50    0.50    --  107.00  90.00 -46.00   50
  5  ω     36.00  61.00   0.50    0.50    --  107.00 -61.00  90.00   50
  6  ω     38.00 102.00   0.50    0.50    --  107.00 -77.00  30.00  128
  7  ω    -72.00 -19.00   0.50    0.50    --  -45.28  90.00 -46.00  106
  8  ω   -112.00 -28.00   0.50    0.50    -- -102.00 125.00  90.00  168
  9  ω    -15.00  28.00   0.50    0.50    --  -45.28  90.00 -46.00   86
 10  ω    -97.00 -46.00   0.50    0.50    -- -102.00  90.00 -46.00  102
 11  ω   -104.00 -64.00   0.50    0.50    -- -102.00  77.00 -60.00   80
 12  ω    -63.00 -37.00   0.50    0.50    -- -102.00  61.00 -60.00   52
 13  ω    -55.00 -28.00   0.50    0.50    -- -102.00  77.00 -60.00   54
 14  ω    -69.00 -44.00   0.50    0.50    -- -102.00  61.00  90.00   50
 15  ω    -69.00 -38.00   0.50    0.50    -- -102.00  61.00 150.00   62
 16  ω    -69.00 -33.00   0.50    0.50    -- -102.00  61.00 120.00   72
 17  ω   -175.00 -84.00   0.50    0.50    -- -102.00 -94.00-120.00  182
 18  ω   -161.00 -80.00   0.50    0.50    -- -102.00 -90.00-161.00  162
 19  ω   -117.00 -27.00   0.50    0.50    --  -45.28 -57.00-150.00  180
 20  ω    -40.00  20.00   0.50    0.50    --  -45.28  37.00-180.00  120
 21  ω    -17.00  33.00   0.50    0.50    --  -45.28  19.00  90.00  100
 22  ω    -24.00  26.00   0.50    0.50    --   45.28 -90.00-161.00  100
 23  ω     50.00  97.00   0.50    0.50    --  107.00 -90.00-161.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1129239000
_diffrn_orient_matrix_UB_12      0.0114514000
_diffrn_orient_matrix_UB_13      -0.0764035000
_diffrn_orient_matrix_UB_21      -0.0152930000
_diffrn_orient_matrix_UB_22      0.0474598000
_diffrn_orient_matrix_UB_23      0.0403881000
_diffrn_orient_matrix_UB_31      0.0947618000
_diffrn_orient_matrix_UB_32      0.0212618000
_diffrn_orient_matrix_UB_33      -0.0489376000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5954
_reflns_number_total             9564
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.836
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     761
_refine_ls_number_reflns         9564
_refine_ls_number_restraints     149
_refine_ls_R_factor_all          0.1233
_refine_ls_R_factor_gt           0.0922
_refine_ls_restrained_S_all      1.137
_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)+(0.1827P)²+1.4056P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2916
_refine_ls_wR_factor_ref         0.3248
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H,H) groups
2. Restrained distances
 F7-B2 = F6A-B2
 1.3 with sigma of 0.01
 O6-C33 \\sim O6A-C33A
 with sigma of 0.04
 O1-C25 \\sim O1A-C25A
 with sigma of 0.02
 O1-C24 \\sim O1A-C24A
 with sigma of 0.02
 O4-C32 \\sim O4A-C32A
 with sigma of 0.04
 O2-C26 \\sim O2A-C26A
 with sigma of 0.02
 O2-C27 \\sim O2A-C27A
 with sigma of 0.02
 O3-C30 \\sim O3A-C30A
 with sigma of 0.04
 O4-C30 \\sim O4A-C30A
 with sigma of 0.02
 O4-C31 \\sim O4A-C31A
 with sigma of 0.02
 O5-C32 \\sim O5A-C32A
 with sigma of 0.02
 O3-C28 \\sim O3A-C28A
 with sigma of 0.02
 O5-C33 \\sim O5A-C33A
 with sigma of 0.02
 O3-C29 \\sim O3A-C29A
 with sigma of 0.02
 O5-C31 \\sim O5A-C31A
 with sigma of 0.04
 O6-C23 \\sim O6A-C23A
 with sigma of 0.02
 O6-C34 \\sim O6A-C34A
 with sigma of 0.02
 C23-C24 \\sim C23A-C24A
 with sigma of 0.02
 C25-C26 \\sim C25A-C26A
 with sigma of 0.02
 O3-C27 \\sim O3A-C27A
 with sigma of 0.04
 O4-C29 \\sim O4A-C29A
 with sigma of 0.04
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 O5-C34 \\sim O5A-C34A
 with sigma of 0.04
 O6-C24 \\sim O6A-C24A
 with sigma of 0.04
 C29-C30 \\sim C29A-C30A
 with sigma of 0.02
 C31-C32 \\sim C31A-C32A
 with sigma of 0.02
 C23-C34 \\sim C23A-C34A
 with sigma of 0.04
 C33-C34 \\sim C33A-C34A
 with sigma of 0.02
 C24-C25 \\sim C24A-C25A
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A
 with sigma of 0.04
 C28-C29 \\sim C28A-C29A
 with sigma of 0.04
 O1-C23 \\sim O1A-C23A
 with sigma of 0.04
 O1-C26 \\sim O1A-C26A
 with sigma of 0.04
 C30-C31 \\sim C30A-C31A
 with sigma of 0.04
 C32-C33 \\sim C32A-C33A
 with sigma of 0.04
 O2-C25 \\sim O2A-C25A
 with sigma of 0.04
 O2-C28 \\sim O2A-C28A
 with sigma of 0.04
3. Rigid bond restraints
 C24, C26, C27, C5
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 O8, C12, O8, C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C32A) \\sim Ueq, Uanis(C29A) \\sim Ueq, Uanis(C26A) \\sim Ueq,
Uanis(C24A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C30A) \\sim Ueq, Uanis(C34A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C27A) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C26) \\sim Ueq, Uanis(F7) \\sim Ueq, Uanis(F6A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F8A) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F5A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(F5A)=Sof(F7A)=Sof(F6A)=Sof(F8A)=1-FVAR(1)
 Sof(F5)=Sof(F6)=Sof(F7)=Sof(F8)=FVAR(1)
 Sof(C31A)=Sof(H31C)=Sof(H31D)=Sof(O1A)=Sof(C24A)=Sof(H24C)=Sof(H24D)=
 Sof(C25A)=Sof(H25C)=Sof(H25D)=Sof(C23A)=Sof(H23C)=Sof(H23D)=Sof(C26A)=
 Sof(H26C)=Sof(H26D)=Sof(O6A)=Sof(O2A)=Sof(C34A)=Sof(H34C)=Sof(H34D)=Sof(C27A)=
 Sof(H27C)=Sof(H27D)=Sof(C33A)=Sof(H33C)=Sof(H33D)=Sof(C28A)=Sof(H28C)=
 Sof(H28D)=Sof(O5A)=Sof(O3A)=Sof(C32A)=Sof(H32C)=Sof(H32D)=Sof(C29A)=Sof(H29C)=
 Sof(H29D)=Sof(C30A)=Sof(H30C)=Sof(H30D)=Sof(O4A)=1-FVAR(2)
 Sof(O1)=Sof(O2)=Sof(O3)=Sof(O4)=Sof(O5)=Sof(O6)=Sof(C23)=Sof(H23A)=Sof(H23B)=
 Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(C26)=Sof(H26A)=
 Sof(H26B)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(C29)=
 Sof(H29A)=Sof(H29B)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(C31)=Sof(H31A)=Sof(H31B)=
 Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(C34)=Sof(H34A)=
 Sof(H34B)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,
 H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B),
 C32(H32A,H32B), C33(H33A,H33B), C34(H34A,H34B), C1(H1A,H1B), C2(H2A,H2B),
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C16(H16A,H16B),
 C17(H17A,H17B), C21(H21A,H21B), C22(H22A,H22B), C31A(H31C,H31D), C24A(H24C,
 H24D), C25A(H25C,H25D), C23A(H23C,H23D), C26A(H26C,H26D), C34A(H34C,H34D),
 C27A(H27C,H27D), C33A(H33C,H33D), C28A(H28C,H28D), C32A(H32C,H32D), C29A(H29C,
 H29D), C30A(H30C,H30D)
6.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C13(H13), C14(H14), N4(H4), N5(H5), C18(H18), C19(H19)
6.c Idealised Me refined as rotating group:
 N3(H3C,H3D,H3E), N6(H6C,H6D,H6E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.2035(3) 0.46097(9) 0.1796(2) 0.1172(8) Uani 1 1 d . . . . .
F2 F -0.3943(2) 0.49206(9) 0.18618(19) 0.1108(8) Uani 1 1 d . . . . .
F3 F -0.2140(2) 0.51794(11) 0.2724(2) 0.1282(10) Uani 1 1 d . . . . .
F4 F -0.2868(3) 0.44840(14) 0.2960(3) 0.1665(16) Uani 1 1 d . . . . .
B1 B -0.2752(4) 0.47924(17) 0.2332(3) 0.0868(12) Uani 1 1 d . . . . .
F5 F 0.1638(14) 0.6724(4) 0.3033(8) 0.166(5) Uani 0.537(11) 1 d . . P A 1
F6 F 0.0341(10) 0.7176(5) 0.3175(10) 0.188(6) Uani 0.537(11) 1 d . U P A 1
F7 F 0.2152(10) 0.7409(3) 0.3099(7) 0.205(5) Uani 0.537(11) 1 d D U P A 1
F8 F 0.2094(11) 0.7069(4) 0.4270(7) 0.172(6) Uani 0.537(11) 1 d . . P A 1
B2 B 0.1461(6) 0.7078(3) 0.3503(5) 0.130(3) Uani 1 1 d D . . . .
O1 O 0.7821(13) 0.7621(3) 0.0283(6) 0.104(2) Uani 0.588(11) 1 d D . P B 1
O2 O 0.5395(10) 0.7212(4) -0.0244(6) 0.118(3) Uani 0.588(11) 1 d D . P B 1
O3 O 0.5156(13) 0.6278(5) -0.0034(7) 0.106(3) Uani 0.588(11) 1 d D . P B 1
O4 O 0.7350(11) 0.5731(5) -0.0038(10) 0.089(2) Uani 0.588(11) 1 d D . P B 1
O5 O 0.9783(11) 0.6116(4) 0.0578(9) 0.096(3) Uani 0.588(11) 1 d D . P B 1
O6 O 0.9954(10) 0.7059(3) 0.0370(7) 0.096(3) Uani 0.588(11) 1 d D . P B 1
C23 C 1.0099(15) 0.7528(5) 0.0627(8) 0.108(4) Uani 0.588(11) 1 d D . P B 1
H23A H 1.089354 0.765201 0.052269 0.130 Uiso 0.588(11) 1 calc R U P B 1
H23B H 1.012311 0.755646 0.123707 0.130 Uiso 0.588(11) 1 calc R U P B 1
C24 C 0.8955(15) 0.7792(4) 0.0100(8) 0.113(4) Uani 0.588(11) 1 d D . P B 1
H24A H 0.904228 0.811818 0.023983 0.135 Uiso 0.588(11) 1 calc R U P B 1
H24B H 0.892440 0.775580 -0.050934 0.135 Uiso 0.588(11) 1 calc R U P B 1
C25 C 0.675(2) 0.7885(4) -0.0128(10) 0.131(6) Uani 0.588(11) 1 d D . P B 1
H25A H 0.671276 0.790236 -0.074125 0.157 Uiso 0.588(11) 1 calc R U P B 1
H25B H 0.682997 0.819717 0.010271 0.157 Uiso 0.588(11) 1 calc R U P B 1
C26 C 0.5521(15) 0.7654(5) 0.0030(8) 0.135(4) Uani 0.588(11) 1 d D U P B 1
H26A H 0.554131 0.766267 0.064105 0.162 Uiso 0.588(11) 1 calc R U P B 1
H26B H 0.477670 0.782898 -0.026884 0.162 Uiso 0.588(11) 1 calc R U P B 1
C27 C 0.4342(12) 0.7052(6) -0.0030(9) 0.114(4) Uani 0.588(11) 1 d D U P B 1
H27A H 0.361259 0.725204 -0.025669 0.137 Uiso 0.588(11) 1 calc R U P B 1
H27B H 0.446629 0.703460 0.059109 0.137 Uiso 0.588(11) 1 calc R U P B 1
C28 C 0.4120(10) 0.6566(5) -0.0438(8) 0.115(3) Uani 0.588(11) 1 d D U P B 1
H28A H 0.331486 0.644012 -0.035738 0.139 Uiso 0.588(11) 1 calc R U P B 1
H28B H 0.407702 0.658464 -0.105177 0.139 Uiso 0.588(11) 1 calc R U P B 1
C29 C 0.5061(11) 0.5859(6) -0.0441(7) 0.105(4) Uani 0.588(11) 1 d D . P B 1
H29A H 0.512021 0.590042 -0.103525 0.126 Uiso 0.588(11) 1 calc R U P B 1
H29B H 0.423786 0.571816 -0.044066 0.126 Uiso 0.588(11) 1 calc R U P B 1
C30 C 0.6162(14) 0.5545(4) 0.0036(7) 0.099(3) Uani 0.588(11) 1 d D . P B 1
H30A H 0.613771 0.552202 0.063887 0.119 Uiso 0.588(11) 1 calc R U P B 1
H30B H 0.605828 0.523687 -0.021140 0.119 Uiso 0.588(11) 1 calc R U P B 1
C31 C 0.8397(15) 0.5453(4) 0.0377(9) 0.096(4) Uani 0.588(11) 1 d D . P B 1
H31A H 0.829511 0.514143 0.014426 0.115 Uiso 0.588(11) 1 calc R U P B 1
H31B H 0.843130 0.543652 0.098964 0.115 Uiso 0.588(11) 1 calc R U P B 1
C32 C 0.9630(14) 0.5665(4) 0.0229(8) 0.108(3) Uani 0.588(11) 1 d D . P B 1
H32A H 1.035871 0.547552 0.050084 0.130 Uiso 0.588(11) 1 calc R U P B 1
H32B H 0.959532 0.567768 -0.038431 0.130 Uiso 0.588(11) 1 calc R U P B 1
C33 C 1.0883(12) 0.6305(7) 0.0431(12) 0.129(6) Uani 0.588(11) 1 d D . P B 1
H33A H 1.084549 0.630824 -0.018338 0.155 Uiso 0.588(11) 1 calc R U P B 1
H33B H 1.161924 0.612054 0.071186 0.155 Uiso 0.588(11) 1 calc R U P B 1
C34 C 1.1023(10) 0.6796(6) 0.0784(9) 0.108(4) Uani 0.588(11) 1 d D . P B 1
H34A H 1.108105 0.679081 0.139997 0.130 Uiso 0.588(11) 1 calc R U P B 1
H34B H 1.180490 0.693346 0.068471 0.130 Uiso 0.588(11) 1 calc R U P B 1
O7 O 0.4037(3) 0.33682(11) 0.2342(2) 0.1074(9) Uani 1 1 d . . . . .
O8 O 0.1381(3) 0.36073(11) 0.2032(2) 0.1153(10) Uani 1 1 d . U . . .
O9 O 0.0730(3) 0.38393(11) 0.3606(2) 0.1042(9) Uani 1 1 d . . . . .
O10 O 0.2034(5) 0.45621(14) 0.4549(3) 0.1462(15) Uani 1 1 d . . . . .
O11 O 0.4748(4) 0.42798(15) 0.49779(19) 0.1349(15) Uani 1 1 d . . . . .
O12 O 0.5485(3) 0.35673(11) 0.3993(2) 0.1094(10) Uani 1 1 d . . . . .
C1 C 0.0594(7) 0.33429(18) 0.2404(4) 0.139(2) Uani 1 1 d . U . . .
H1A H 0.110477 0.311823 0.278801 0.167 Uiso 1 1 calc R U . . .
H1B H -0.001151 0.317623 0.196088 0.167 Uiso 1 1 calc R U . . .
C2 C -0.0139(5) 0.3648(2) 0.2912(5) 0.128(2) Uani 1 1 d . . . . .
H2A H -0.058790 0.389172 0.254408 0.153 Uiso 1 1 calc R U . . .
H2B H -0.077010 0.346489 0.311598 0.153 Uiso 1 1 calc R U . . .
C3 C 0.0162(6) 0.4121(2) 0.4124(5) 0.138(2) Uani 1 1 d . . . . .
H3A H -0.046237 0.394391 0.434610 0.166 Uiso 1 1 calc R U . . .
H3B H -0.028503 0.437461 0.378375 0.166 Uiso 1 1 calc R U . . .
C4 C 0.1144(8) 0.4304(2) 0.4841(5) 0.148(2) Uani 1 1 d . . . . .
H4A H 0.073789 0.449501 0.520331 0.177 Uiso 1 1 calc R U . . .
H4B H 0.157353 0.404995 0.518847 0.177 Uiso 1 1 calc R U . . .
C5 C 0.3069(10) 0.4759(3) 0.5208(6) 0.173(3) Uani 1 1 d . U . . .
H5A H 0.346486 0.500791 0.495241 0.207 Uiso 1 1 calc R U . . .
H5B H 0.270201 0.489315 0.565607 0.207 Uiso 1 1 calc R U . . .
C6 C 0.4056(9) 0.4434(3) 0.5601(4) 0.163(3) Uani 1 1 d . U . . .
H6A H 0.464620 0.457924 0.608160 0.196 Uiso 1 1 calc R U . . .
H6B H 0.366659 0.417029 0.581922 0.196 Uiso 1 1 calc R U . . .
C7 C 0.5799(8) 0.3970(2) 0.5303(4) 0.154(3) Uani 1 1 d . U . . .
H7A H 0.548833 0.370067 0.555670 0.184 Uiso 1 1 calc R U . . .
H7B H 0.643623 0.412306 0.574740 0.184 Uiso 1 1 calc R U . . .
C8 C 0.6387(5) 0.3825(2) 0.4602(5) 0.147(3) Uani 1 1 d . . . . .
H8A H 0.665546 0.409444 0.432585 0.177 Uiso 1 1 calc R U . . .
H8B H 0.714065 0.363710 0.482938 0.177 Uiso 1 1 calc R U . . .
C9 C 0.6021(6) 0.3370(2) 0.3330(5) 0.141(3) Uani 1 1 d . . . . .
H9A H 0.676332 0.318299 0.358568 0.169 Uiso 1 1 calc R U . . .
H9B H 0.629956 0.361465 0.299708 0.169 Uiso 1 1 calc R U . . .
C10 C 0.5048(8) 0.3083(2) 0.2763(5) 0.139(2) Uani 1 1 d . . . . .
H10A H 0.542541 0.292651 0.234256 0.167 Uiso 1 1 calc R U . . .
H10B H 0.472653 0.285124 0.309979 0.167 Uiso 1 1 calc R U . . .
C11 C 0.3041(9) 0.3083(2) 0.1845(4) 0.153(3) Uani 1 1 d . . . . .
H11A H 0.336930 0.290192 0.142952 0.183 Uiso 1 1 calc R U . . .
H11B H 0.271173 0.287323 0.221783 0.183 Uiso 1 1 calc R U . . .
C12 C 0.2112(10) 0.3369(2) 0.1440(3) 0.164(3) Uani 1 1 d . U . . .
H12A H 0.150645 0.319463 0.100907 0.196 Uiso 1 1 calc R U . . .
H12B H 0.249318 0.360340 0.114119 0.196 Uiso 1 1 calc R U . . .
N1 N 0.0413(3) 0.53118(11) 0.2606(2) 0.0854(8) Uani 1 1 d . . . . .
H1 H -0.035182 0.533390 0.268996 0.103 Uiso 1 1 calc R U . . .
N2 N 0.2389(3) 0.54948(10) 0.2585(2) 0.0855(9) Uani 1 1 d . . . . .
N3 N 0.3242(2) 0.41601(9) 0.32439(16) 0.0688(7) Uani 1 1 d . . . . .
H3C H 0.284477 0.396058 0.284578 0.083 Uiso 1 1 calc R U . . .
H3D H 0.266164 0.430949 0.346306 0.083 Uiso 1 1 calc R U . . .
H3E H 0.377870 0.400783 0.366231 0.083 Uiso 1 1 calc R U . . .
C13 C 0.0920(3) 0.49382(13) 0.2315(2) 0.0802(9) Uani 1 1 d . . . . .
H13 H 0.050964 0.465772 0.215356 0.096 Uiso 1 1 calc R U . . .
C14 C 0.1304(4) 0.56440(15) 0.2743(3) 0.0917(11) Uani 1 1 d . . . . .
H14 H 0.117367 0.594172 0.292711 0.110 Uiso 1 1 calc R U . . .
C15 C 0.2136(3) 0.50470(10) 0.23010(18) 0.0611(7) Uani 1 1 d . . . . .
C16 C 0.3147(3) 0.47509(13) 0.2083(2) 0.0774(9) Uani 1 1 d . . . . .
H16A H 0.369434 0.494175 0.181576 0.093 Uiso 1 1 calc R U . . .
H16B H 0.273924 0.452351 0.166039 0.093 Uiso 1 1 calc R U . . .
C17 C 0.3983(3) 0.45003(12) 0.2841(2) 0.0755(9) Uani 1 1 d . . . . .
H17A H 0.466360 0.433904 0.265023 0.091 Uiso 1 1 calc R U . . .
H17B H 0.438049 0.472522 0.327199 0.091 Uiso 1 1 calc R U . . .
N4 N 0.4413(3) 0.62006(14) 0.2371(2) 0.0882(9) Uani 1 1 d . . . . .
H4 H 0.374144 0.603321 0.235286 0.106 Uiso 1 1 calc R U . . .
N5 N 0.5665(4) 0.68025(12) 0.2482(2) 0.0968(10) Uani 1 1 d . . . . .
H5 H 0.592513 0.708445 0.254371 0.116 Uiso 1 1 calc R U . . .
N6 N 0.7648(2) 0.66802(9) 0.08524(15) 0.0653(6) Uani 1 1 d . . . . .
H6C H 0.780050 0.691816 0.053605 0.078 Uiso 1 1 calc R U . . .
H6D H 0.680791 0.662075 0.073141 0.078 Uiso 1 1 calc R U . . .
H6E H 0.807005 0.643258 0.073313 0.078 Uiso 1 1 calc R U . . .
C18 C 0.5582(4) 0.60532(14) 0.2292(2) 0.0814(9) Uani 1 1 d . . . . .
H18 H 0.581155 0.574998 0.220360 0.098 Uiso 1 1 calc R U . . .
C19 C 0.4504(4) 0.66406(19) 0.2480(3) 0.0980(12) Uani 1 1 d . . . . .
H19 H 0.382513 0.682646 0.254959 0.118 Uiso 1 1 calc R U . . .
C20 C 0.6346(3) 0.64238(13) 0.2365(2) 0.0716(8) Uani 1 1 d . . . . .
C21 C 0.7756(3) 0.64435(16) 0.2359(2) 0.0872(10) Uani 1 1 d . . . . .
H21A H 0.824375 0.650428 0.294127 0.105 Uiso 1 1 calc R U . . .
H21B H 0.801728 0.614297 0.219019 0.105 Uiso 1 1 calc R U . . .
C22 C 0.8088(4) 0.67956(15) 0.1781(2) 0.0850(10) Uani 1 1 d . . . . .
H22A H 0.901469 0.683502 0.191609 0.102 Uiso 1 1 calc R U . . .
H22B H 0.770966 0.708823 0.188840 0.102 Uiso 1 1 calc R U . . .
F5A F 0.222(2) 0.6795(8) 0.3312(16) 0.241(9) Uani 0.463(11) 1 d . U P A 2
F7A F 0.0372(15) 0.7310(4) 0.3281(10) 0.163(6) Uani 0.463(11) 1 d . . P A 2
F6A F 0.0762(10) 0.6706(3) 0.3796(8) 0.201(6) Uani 0.463(11) 1 d D U P A 2
F8A F 0.1927(11) 0.7234(6) 0.4284(9) 0.179(6) Uani 0.463(11) 1 d . U P A 2
C31A C 0.764(2) 0.5454(5) 0.0378(11) 0.108(7) Uani 0.412(11) 1 d D . P B 2
H31C H 0.734179 0.514891 0.016863 0.130 Uiso 0.412(11) 1 calc R U P B 2
H31D H 0.764602 0.547032 0.098653 0.130 Uiso 0.412(11) 1 calc R U P B 2
O1A O 0.8568(14) 0.7580(4) 0.0402(7) 0.097(3) Uani 0.412(11) 1 d D . P B 2
C24A C 0.9753(19) 0.7649(6) 0.0205(12) 0.105(6) Uani 0.412(11) 1 d D U P B 2
H24C H 1.004354 0.796418 0.033993 0.126 Uiso 0.412(11) 1 calc R U P B 2
H24D H 0.969180 0.759524 -0.040395 0.126 Uiso 0.412(11) 1 calc R U P B 2
C25A C 0.767(2) 0.7888(6) -0.0074(13) 0.126(7) Uani 0.412(11) 1 d D . P B 2
H25C H 0.758621 0.783407 -0.068518 0.152 Uiso 0.412(11) 1 calc R U P B 2
H25D H 0.796418 0.820327 0.005317 0.152 Uiso 0.412(11) 1 calc R U P B 2
C23A C 1.0689(15) 0.7308(7) 0.0746(12) 0.108(5) Uani 0.412(11) 1 d D . P B 2
H23C H 1.155577 0.736826 0.068249 0.130 Uiso 0.412(11) 1 calc R U P B 2
H23D H 1.067679 0.734050 0.134995 0.130 Uiso 0.412(11) 1 calc R U P B 2
C26A C 0.634(2) 0.7819(7) 0.0160(13) 0.114(7) Uani 0.412(11) 1 d D U P B 2
H26C H 0.642360 0.786731 0.077237 0.136 Uiso 0.412(11) 1 calc R U P B 2
H26D H 0.572172 0.803869 -0.015355 0.136 Uiso 0.412(11) 1 calc R U P B 2
O6A O 1.0302(13) 0.6856(6) 0.0455(9) 0.099(4) Uani 0.412(11) 1 d D . P B 2
O2A O 0.5949(12) 0.7382(4) -0.0059(9) 0.099(3) Uani 0.412(11) 1 d D . P B 2
C34A C 1.1103(13) 0.6506(7) 0.0879(12) 0.103(4) Uani 0.412(11) 1 d D U P B 2
H34C H 1.108659 0.650418 0.148530 0.124 Uiso 0.412(11) 1 calc R U P B 2
H34D H 1.198014 0.656211 0.083401 0.124 Uiso 0.412(11) 1 calc R U P B 2
C27A C 0.4811(16) 0.7319(6) 0.0129(10) 0.107(4) Uani 0.412(11) 1 d D U P B 2
H27C H 0.425577 0.758028 -0.007389 0.128 Uiso 0.412(11) 1 calc R U P B 2
H27D H 0.491686 0.729540 0.074848 0.128 Uiso 0.412(11) 1 calc R U P B 2
C33A C 1.064(2) 0.6037(9) 0.0472(19) 0.161(16) Uani 0.412(11) 1 d D . P B 2
H33C H 1.057582 0.604630 -0.014477 0.193 Uiso 0.412(11) 1 calc R U P B 2
H33D H 1.124434 0.579576 0.071894 0.193 Uiso 0.412(11) 1 calc R U P B 2
C28A C 0.4181(12) 0.6862(6) -0.0316(10) 0.091(4) Uani 0.412(11) 1 d D . P B 2
H28C H 0.334639 0.681410 -0.018664 0.109 Uiso 0.412(11) 1 calc R U P B 2
H28D H 0.406381 0.688528 -0.093634 0.109 Uiso 0.412(11) 1 calc R U P B 2
O5A O 0.947(2) 0.5952(5) 0.0637(11) 0.097(4) Uani 0.412(11) 1 d D . P B 2
O3A O 0.501(2) 0.6488(7) 0.0004(13) 0.124(6) Uani 0.412(11) 1 d D . P B 2
C32A C 0.899(2) 0.5537(6) 0.0244(11) 0.091(5) Uani 0.412(11) 1 d D U P B 2
H32C H 0.954572 0.528354 0.048976 0.109 Uiso 0.412(11) 1 calc R U P B 2
H32D H 0.896111 0.555164 -0.036828 0.109 Uiso 0.412(11) 1 calc R U P B 2
C29A C 0.4653(18) 0.6112(7) -0.0512(12) 0.109(5) Uani 0.412(11) 1 d D U P B 2
H29C H 0.477777 0.616992 -0.108667 0.131 Uiso 0.412(11) 1 calc R U P B 2
H29D H 0.375399 0.603917 -0.055393 0.131 Uiso 0.412(11) 1 calc R U P B 2
C30A C 0.5517(17) 0.5712(6) -0.0083(11) 0.087(4) Uani 0.412(11) 1 d D U P B 2
H30C H 0.542573 0.567340 0.050469 0.105 Uiso 0.412(11) 1 calc R U P B 2
H30D H 0.524191 0.542693 -0.039271 0.105 Uiso 0.412(11) 1 calc R U P B 2
O4A O 0.6812(15) 0.5795(7) -0.0079(15) 0.096(4) Uani 0.412(11) 1 d D . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.377(6) . ?
F2 B1 1.371(5) . ?
F3 B1 1.373(6) . ?
F4 B1 1.367(5) . ?
F5 B2 1.309(12) . ?
F6 B2 1.224(11) . ?
F7 B2 1.446(8) . ?
F8 B2 1.254(12) . ?
B2 F5A 1.236(19) . ?
B2 F7A 1.319(14) . ?
B2 F6A 1.447(9) . ?
B2 F8A 1.311(14) . ?
O1 C24 1.400(16) . ?
O1 C25 1.404(18) . ?
O2 C26 1.348(15) . ?
O2 C27 1.331(15) . ?
O3 C28 1.417(15) . ?
O3 C29 1.366(15) . ?
O4 C30 1.408(14) . ?
O4 C31 1.413(14) . ?
O5 C32 1.412(14) . ?
O5 C33 1.365(17) . ?
O6 C23 1.417(13) . ?
O6 C34 1.405(15) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.519(18) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.55(2) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.544(17) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.542(17) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.519(16) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.522(19) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
O7 C10 1.401(7) . ?
O7 C11 1.433(8) . ?
O8 C1 1.368(7) . ?
O8 C12 1.521(9) . ?
O9 C2 1.385(7) . ?
O9 C3 1.394(7) . ?
O10 C4 1.371(7) . ?
O10 C5 1.455(10) . ?
O11 C6 1.437(9) . ?
O11 C7 1.437(9) . ?
O12 C8 1.413(7) . ?
O12 C9 1.431(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.530(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.462(10) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.446(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.463(11) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.468(9) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.338(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
N1 H1 0.8600 . ?
N1 C13 1.339(5) . ?
N1 C14 1.334(5) . ?
N2 C14 1.314(5) . ?
N2 C15 1.378(4) . ?
N3 H3C 0.8900 . ?
N3 H3D 0.8900 . ?
N3 H3E 0.8900 . ?
N3 C17 1.496(4) . ?
C13 H13 0.9300 . ?
C13 C15 1.342(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.481(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.513(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
N4 H4 0.8600 . ?
N4 C18 1.353(5) . ?
N4 C19 1.285(6) . ?
N5 H5 0.8600 . ?
N5 C19 1.324(5) . ?
N5 C20 1.351(5) . ?
N6 H6C 0.8900 . ?
N6 H6D 0.8900 . ?
N6 H6E 0.8900 . ?
N6 C22 1.484(4) . ?
C18 H18 0.9300 . ?
C18 C20 1.336(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.509(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.471(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C31A H31C 0.9700 . ?
C31A H31D 0.9700 . ?
C31A C32A 1.523(19) . ?
C31A O4A 1.409(17) . ?
O1A C24A 1.387(18) . ?
O1A C25A 1.40(2) . ?
C24A H24C 0.9700 . ?
C24A H24D 0.9700 . ?
C24A C23A 1.52(2) . ?
C25A H25C 0.9700 . ?
C25A H25D 0.9700 . ?
C25A C26A 1.56(2) . ?
C23A H23C 0.9700 . ?
C23A H23D 0.9700 . ?
C23A O6A 1.417(17) . ?
C26A H26C 0.9700 . ?
C26A H26D 0.9700 . ?
C26A O2A 1.353(19) . ?
O6A C34A 1.396(16) . ?
O2A C27A 1.330(17) . ?
C34A H34C 0.9700 . ?
C34A H34D 0.9700 . ?
C34A C33A 1.54(2) . ?
C27A H27C 0.9700 . ?
C27A H27D 0.9700 . ?
C27A C28A 1.574(18) . ?
C33A H33C 0.9700 . ?
C33A H33D 0.9700 . ?
C33A O5A 1.36(2) . ?
C28A H28C 0.9700 . ?
C28A H28D 0.9700 . ?
C28A O3A 1.417(17) . ?
O5A C32A 1.396(18) . ?
O3A C29A 1.366(18) . ?
C32A H32C 0.9700 . ?
C32A H32D 0.9700 . ?
C29A H29C 0.9700 . ?
C29A H29D 0.9700 . ?
C29A C30A 1.540(19) . ?
C30A H30C 0.9700 . ?
C30A H30D 0.9700 . ?
C30A O4A 1.402(16) . ?

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 F1 110.1(4) . . ?
F2 B1 F3 108.3(4) . . ?
F3 B1 F1 108.7(3) . . ?
F4 B1 F1 111.1(4) . . ?
F4 B1 F2 110.4(3) . . ?
F4 B1 F3 108.2(4) . . ?
F5 B2 F7 96.2(9) . . ?
F6 B2 F5 101.0(11) . . ?
F6 B2 F7 101.9(11) . . ?
F6 B2 F8 132.6(12) . . ?
F8 B2 F5 115.1(10) . . ?
F8 B2 F7 103.4(9) . . ?
F5A B2 F7A 149.0(15) . . ?
F5A B2 F6A 90.1(13) . . ?
F5A B2 F8A 109.5(13) . . ?
F7A B2 F6A 88.6(9) . . ?
F8A B2 F7A 101.5(11) . . ?
F8A B2 F6A 93.5(10) . . ?
C24 O1 C25 111.1(11) . . ?
C27 O2 C26 105.9(10) . . ?
C29 O3 C28 109.9(10) . . ?
C30 O4 C31 112.0(10) . . ?
C33 O5 C32 109.1(10) . . ?
C34 O6 C23 111.1(9) . . ?
O6 C23 H23A 110.2 . . ?
O6 C23 H23B 110.2 . . ?
O6 C23 C24 107.5(8) . . ?
H23A C23 H23B 108.5 . . ?
C24 C23 H23A 110.2 . . ?
C24 C23 H23B 110.2 . . ?
O1 C24 C23 109.5(10) . . ?
O1 C24 H24A 109.8 . . ?
O1 C24 H24B 109.8 . . ?
C23 C24 H24A 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.2 . . ?
O1 C25 H25A 110.0 . . ?
O1 C25 H25B 110.0 . . ?
O1 C25 C26 108.6(10) . . ?
H25A C25 H25B 108.4 . . ?
C26 C25 H25A 110.0 . . ?
C26 C25 H25B 110.0 . . ?
O2 C26 C25 112.5(10) . . ?
O2 C26 H26A 109.1 . . ?
O2 C26 H26B 109.1 . . ?
C25 C26 H26A 109.1 . . ?
C25 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
O2 C27 H27A 110.7 . . ?
O2 C27 H27B 110.7 . . ?
O2 C27 C28 105.3(10) . . ?
H27A C27 H27B 108.8 . . ?
C28 C27 H27A 110.7 . . ?
C28 C27 H27B 110.7 . . ?
O3 C28 C27 108.5(11) . . ?
O3 C28 H28A 110.0 . . ?
O3 C28 H28B 110.0 . . ?
C27 C28 H28A 110.0 . . ?
C27 C28 H28B 110.0 . . ?
H28A C28 H28B 108.4 . . ?
O3 C29 H29A 109.9 . . ?
O3 C29 H29B 109.9 . . ?
O3 C29 C30 108.9(8) . . ?
H29A C29 H29B 108.3 . . ?
C30 C29 H29A 109.9 . . ?
C30 C29 H29B 109.9 . . ?
O4 C30 C29 109.5(8) . . ?
O4 C30 H30A 109.8 . . ?
O4 C30 H30B 109.8 . . ?
C29 C30 H30A 109.8 . . ?
C29 C30 H30B 109.8 . . ?
H30A C30 H30B 108.2 . . ?
O4 C31 H31A 110.0 . . ?
O4 C31 H31B 110.0 . . ?
O4 C31 C32 108.5(9) . . ?
H31A C31 H31B 108.4 . . ?
C32 C31 H31A 110.0 . . ?
C32 C31 H31B 110.0 . . ?
O5 C32 C31 109.8(10) . . ?
O5 C32 H32A 109.7 . . ?
O5 C32 H32B 109.7 . . ?
C31 C32 H32A 109.7 . . ?
C31 C32 H32B 109.7 . . ?
H32A C32 H32B 108.2 . . ?
O5 C33 H33A 109.9 . . ?
O5 C33 H33B 109.9 . . ?
O5 C33 C34 109.0(8) . . ?
H33A C33 H33B 108.3 . . ?
C34 C33 H33A 109.9 . . ?
C34 C33 H33B 109.9 . . ?
O6 C34 C33 109.4(9) . . ?
O6 C34 H34A 109.8 . . ?
O6 C34 H34B 109.8 . . ?
C33 C34 H34A 109.8 . . ?
C33 C34 H34B 109.8 . . ?
H34A C34 H34B 108.2 . . ?
C10 O7 C11 108.6(5) . . ?
C1 O8 C12 118.0(5) . . ?
C2 O9 C3 113.7(5) . . ?
C4 O10 C5 116.1(6) . . ?
C6 O11 C7 115.3(6) . . ?
C8 O12 C9 113.0(5) . . ?
O8 C1 H1A 109.6 . . ?
O8 C1 H1B 109.6 . . ?
O8 C1 C2 110.3(4) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
O9 C2 C1 108.8(4) . . ?
O9 C2 H2A 109.9 . . ?
O9 C2 H2B 109.9 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O9 C3 H3A 109.7 . . ?
O9 C3 H3B 109.7 . . ?
O9 C3 C4 110.0(4) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
O10 C4 C3 111.2(6) . . ?
O10 C4 H4A 109.4 . . ?
O10 C4 H4B 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
O10 C5 H5A 108.6 . . ?
O10 C5 H5B 108.6 . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 O10 114.5(6) . . ?
C6 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
O11 C6 C5 110.1(5) . . ?
O11 C6 H6A 109.6 . . ?
O11 C6 H6B 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.2 . . ?
O11 C7 H7A 109.7 . . ?
O11 C7 H7B 109.7 . . ?
O11 C7 C8 109.9(4) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
O12 C8 C7 109.3(5) . . ?
O12 C8 H8A 109.8 . . ?
O12 C8 H8B 109.8 . . ?
C7 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
O12 C9 H9A 109.8 . . ?
O12 C9 H9B 109.8 . . ?
O12 C9 C10 109.4(4) . . ?
H9A C9 H9B 108.2 . . ?
C10 C9 H9A 109.8 . . ?
C10 C9 H9B 109.8 . . ?
O7 C10 C9 108.7(5) . . ?
O7 C10 H10A 109.9 . . ?
O7 C10 H10B 109.9 . . ?
C9 C10 H10A 109.9 . . ?
C9 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
O7 C11 H11A 110.4 . . ?
O7 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
C12 C11 O7 106.6(5) . . ?
C12 C11 H11A 110.4 . . ?
C12 C11 H11B 110.4 . . ?
O8 C12 H12A 108.7 . . ?
O8 C12 H12B 108.7 . . ?
C11 C12 O8 114.3(5) . . ?
C11 C12 H12A 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C13 N1 H1 126.0 . . ?
C14 N1 H1 126.0 . . ?
C14 N1 C13 107.9(3) . . ?
C14 N2 C15 104.9(3) . . ?
H3C N3 H3D 109.5 . . ?
H3C N3 H3E 109.5 . . ?
H3D N3 H3E 109.5 . . ?
C17 N3 H3C 109.5 . . ?
C17 N3 H3D 109.5 . . ?
C17 N3 H3E 109.5 . . ?
N1 C13 H13 126.7 . . ?
N1 C13 C15 106.7(3) . . ?
C15 C13 H13 126.7 . . ?
N1 C14 H14 124.5 . . ?
N2 C14 N1 111.0(4) . . ?
N2 C14 H14 124.5 . . ?
N2 C15 C16 121.5(3) . . ?
C13 C15 N2 109.4(3) . . ?
C13 C15 C16 129.0(3) . . ?
C15 C16 H16A 108.6 . . ?
C15 C16 H16B 108.6 . . ?
C15 C16 C17 114.7(3) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.6 . . ?
C17 C16 H16B 108.6 . . ?
N3 C17 C16 112.6(3) . . ?
N3 C17 H17A 109.1 . . ?
N3 C17 H17B 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C18 N4 H4 126.8 . . ?
C19 N4 H4 126.8 . . ?
C19 N4 C18 106.3(3) . . ?
C19 N5 H5 127.9 . . ?
C19 N5 C20 104.3(4) . . ?
C20 N5 H5 127.9 . . ?
H6C N6 H6D 109.5 . . ?
H6C N6 H6E 109.5 . . ?
H6D N6 H6E 109.5 . . ?
C22 N6 H6C 109.5 . . ?
C22 N6 H6D 109.5 . . ?
C22 N6 H6E 109.5 . . ?
N4 C18 H18 126.3 . . ?
C20 C18 N4 107.3(4) . . ?
C20 C18 H18 126.3 . . ?
N4 C19 N5 113.2(4) . . ?
N4 C19 H19 123.4 . . ?
N5 C19 H19 123.4 . . ?
N5 C20 C21 122.7(3) . . ?
C18 C20 N5 109.0(3) . . ?
C18 C20 C21 128.3(4) . . ?
C20 C21 H21A 108.6 . . ?
C20 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 C20 114.5(3) . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
N6 C22 H22A 108.8 . . ?
N6 C22 H22B 108.8 . . ?
C21 C22 N6 113.7(3) . . ?
C21 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
H31C C31A H31D 108.4 . . ?
C32A C31A H31C 110.0 . . ?
C32A C31A H31D 110.0 . . ?
O4A C31A H31C 110.0 . . ?
O4A C31A H31D 110.0 . . ?
O4A C31A C32A 108.6(13) . . ?
C24A O1A C25A 109.4(13) . . ?
O1A C24A H24C 110.3 . . ?
O1A C24A H24D 110.3 . . ?
O1A C24A C23A 107.0(11) . . ?
H24C C24A H24D 108.6 . . ?
C23A C24A H24C 110.3 . . ?
C23A C24A H24D 110.3 . . ?
O1A C25A H25C 109.7 . . ?
O1A C25A H25D 109.7 . . ?
O1A C25A C26A 109.7(15) . . ?
H25C C25A H25D 108.2 . . ?
C26A C25A H25C 109.7 . . ?
C26A C25A H25D 109.7 . . ?
C24A C23A H23C 110.1 . . ?
C24A C23A H23D 110.1 . . ?
H23C C23A H23D 108.4 . . ?
O6A C23A C24A 107.9(13) . . ?
O6A C23A H23C 110.1 . . ?
O6A C23A H23D 110.1 . . ?
C25A C26A H26C 110.2 . . ?
C25A C26A H26D 110.2 . . ?
H26C C26A H26D 108.5 . . ?
O2A C26A C25A 107.7(14) . . ?
O2A C26A H26C 110.2 . . ?
O2A C26A H26D 110.2 . . ?
C34A O6A C23A 114.2(14) . . ?
C27A O2A C26A 108.4(12) . . ?
O6A C34A H34C 109.8 . . ?
O6A C34A H34D 109.8 . . ?
O6A C34A C33A 109.6(13) . . ?
H34C C34A H34D 108.2 . . ?
C33A C34A H34C 109.8 . . ?
C33A C34A H34D 109.8 . . ?
O2A C27A H27C 109.8 . . ?
O2A C27A H27D 109.8 . . ?
O2A C27A C28A 109.4(12) . . ?
H27C C27A H27D 108.2 . . ?
C28A C27A H27C 109.8 . . ?
C28A C27A H27D 109.8 . . ?
C34A C33A H33C 110.2 . . ?
C34A C33A H33D 110.2 . . ?
H33C C33A H33D 108.5 . . ?
O5A C33A C34A 107.4(15) . . ?
O5A C33A H33C 110.2 . . ?
O5A C33A H33D 110.2 . . ?
C27A C28A H28C 110.1 . . ?
C27A C28A H28D 110.1 . . ?
H28C C28A H28D 108.4 . . ?
O3A C28A C27A 108.1(12) . . ?
O3A C28A H28C 110.1 . . ?
O3A C28A H28D 110.1 . . ?
C33A O5A C32A 109.4(15) . . ?
C29A O3A C28A 109.0(13) . . ?
C31A C32A H32C 109.7 . . ?
C31A C32A H32D 109.7 . . ?
O5A C32A C31A 109.7(14) . . ?
O5A C32A H32C 109.7 . . ?
O5A C32A H32D 109.7 . . ?
H32C C32A H32D 108.2 . . ?
O3A C29A H29C 110.5 . . ?
O3A C29A H29D 110.5 . . ?
O3A C29A C30A 106.0(13) . . ?
H29C C29A H29D 108.7 . . ?
C30A C29A H29C 110.5 . . ?
C30A C29A H29D 110.5 . . ?
C29A C30A H30C 109.4 . . ?
C29A C30A H30D 109.4 . . ?
H30C C30A H30D 108.0 . . ?
O4A C30A C29A 111.3(13) . . ?
O4A C30A H30C 109.4 . . ?
O4A C30A H30D 109.4 . . ?
C30A O4A C31A 112.6(14) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 F3 0.86 1.97 2.802(4) 161.3 . yes
N3 H3E O11 0.89 2.26 2.882(4) 127.1 . yes
N6 H6C O1 0.89 2.07 2.887(9) 151.6 . yes
N6 H6D O3A 0.89 2.04 2.88(2) 158.5 . yes

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 C25 C26 O2 -56.8(14) . . . . ?
O2 C27 C28 O3 65.3(13) . . . . ?
O3 C29 C30 O4 -65.0(13) . . . . ?
O4 C31 C32 O5 60.4(16) . . . . ?
O5 C33 C34 O6 -59.7(17) . . . . ?
O6 C23 C24 O1 62.1(12) . . . . ?
C23 O6 C34 C33 -175.0(11) . . . . ?
C24 O1 C25 C26 174.9(9) . . . . ?
C25 O1 C24 C23 174.2(10) . . . . ?
C26 O2 C27 C28 173.7(10) . . . . ?
C27 O2 C26 C25 177.0(11) . . . . ?
C28 O3 C29 C30 -177.4(10) . . . . ?
C29 O3 C28 C27 -173.6(11) . . . . ?
C30 O4 C31 C32 177.3(12) . . . . ?
C31 O4 C30 C29 -179.1(12) . . . . ?
C32 O5 C33 C34 178.3(12) . . . . ?
C33 O5 C32 C31 -179.2(13) . . . . ?
C34 O6 C23 C24 175.7(10) . . . . ?
O7 C11 C12 O8 -70.0(7) . . . . ?
O8 C1 C2 O9 -66.5(6) . . . . ?
O9 C3 C4 O10 60.1(7) . . . . ?
O10 C5 C6 O11 66.8(7) . . . . ?
O11 C7 C8 O12 -64.3(5) . . . . ?
O12 C9 C10 O7 64.7(5) . . . . ?
C1 O8 C12 C11 -69.2(8) . . . . ?
C2 O9 C3 C4 179.5(5) . . . . ?
C3 O9 C2 C1 -179.2(4) . . . . ?
C4 O10 C5 C6 76.6(7) . . . . ?
C5 O10 C4 C3 -179.5(6) . . . . ?
C6 O11 C7 C8 177.7(4) . . . . ?
C7 O11 C6 C5 177.2(5) . . . . ?
C8 O12 C9 C10 176.1(4) . . . . ?
C9 O12 C8 C7 -173.8(4) . . . . ?
C10 O7 C11 C12 -178.7(5) . . . . ?
C11 O7 C10 C9 -175.2(5) . . . . ?
C12 O8 C1 C2 -175.3(5) . . . . ?
N1 C13 C15 N2 -0.2(4) . . . . ?
N1 C13 C15 C16 176.0(3) . . . . ?
N2 C15 C16 C17 85.1(4) . . . . ?
C13 N1 C14 N2 -2.5(5) . . . . ?
C13 C15 C16 C17 -90.6(4) . . . . ?
C14 N1 C13 C15 1.6(4) . . . . ?
C14 N2 C15 C13 -1.3(4) . . . . ?
C14 N2 C15 C16 -177.8(3) . . . . ?
C15 N2 C14 N1 2.3(5) . . . . ?
C15 C16 C17 N3 64.1(4) . . . . ?
N4 C18 C20 N5 -0.5(4) . . . . ?
N4 C18 C20 C21 177.3(3) . . . . ?
N5 C20 C21 C22 -50.8(5) . . . . ?
C18 N4 C19 N5 -0.2(5) . . . . ?
C18 C20 C21 C22 131.6(4) . . . . ?
C19 N4 C18 C20 0.4(4) . . . . ?
C19 N5 C20 C18 0.4(4) . . . . ?
C19 N5 C20 C21 -177.6(3) . . . . ?
C20 N5 C19 N4 -0.1(5) . . . . ?
C20 C21 C22 N6 -71.9(4) . . . . ?
O1A C24A C23A O6A 66.6(17) . . . . ?
O1A C25A C26A O2A -62(2) . . . . ?
C24A O1A C25A C26A -178.8(15) . . . . ?
C24A C23A O6A C34A 178.1(14) . . . . ?
C25A O1A C24A C23A 179.5(14) . . . . ?
C25A C26A O2A C27A -179.4(14) . . . . ?
C23A O6A C34A C33A -176.4(16) . . . . ?
C26A O2A C27A C28A 166.5(14) . . . . ?
O6A C34A C33A O5A -66(2) . . . . ?
O2A C27A C28A O3A 60.2(19) . . . . ?
C34A C33A O5A C32A 177.3(16) . . . . ?
C27A C28A O3A C29A -165.6(18) . . . . ?
C33A O5A C32A C31A -176.4(19) . . . . ?
C28A O3A C29A C30A -175.3(17) . . . . ?
O3A C29A C30A O4A -65(2) . . . . ?
C32A C31A O4A C30A 172.4(17) . . . . ?
C29A C30A O4A C31A 174.7(16) . . . . ?
O4A C31A C32A O5A 67(2) . . . . ?

_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 1.475
_oxdiff_exptl_absorpt_empirical_full_min 0.667
