# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_wj_b4_6_301k
_database_code_depnum_ccdc_archive 'CCDC 2203857'
loop_
_audit_author_name
_audit_author_address
'wenjuan wei'
;Tsinghua university
China
;
_audit_update_record             
;
2022-08-28 deposited with the CCDC.	2023-02-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B F4, C7 H14 N O, C12 H24 O6'
_chemical_formula_sum            'C19 H38 B F4 N O7'
_chemical_formula_weight         479.31
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.2870(6)
_cell_length_b                   15.6308(5)
_cell_length_c                   17.7593(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4798.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    11744
_cell_measurement_temperature    300.80(10)
_cell_measurement_theta_max      31.7530
_cell_measurement_theta_min      2.0970
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68173
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.863
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            44029
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.863
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.874
_diffrn_reflns_theta_min         2.098
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.80(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     36.00  77.00   0.50    0.80    --    8.30  59.00 -51.00   82
  2  ω    -17.00  22.00   0.50    0.80    --   -8.54  62.00 140.00   78
  3  ω    -59.00  17.00   0.50    0.80    --    8.30 -19.00-120.00  152
  4  ω    -15.00  48.00   0.50    0.80    --    8.30  77.00-120.00  126
  5  ω    -18.00  39.00   0.50    0.80    --    8.30 -99.00 150.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0369513000
_diffrn_orient_matrix_UB_12      -0.0106343000
_diffrn_orient_matrix_UB_13      0.0146164000
_diffrn_orient_matrix_UB_21      0.0172438000
_diffrn_orient_matrix_UB_22      -0.0311718000
_diffrn_orient_matrix_UB_23      0.0236719000
_diffrn_orient_matrix_UB_31      0.0046134000
_diffrn_orient_matrix_UB_32      0.0312076000
_diffrn_orient_matrix_UB_33      0.0286548000
_diffrn_oxdiff_digest_frames     
;
019c58aa5e7b36b4073ceb55ab99ac5dfb00030e8d3
;
_diffrn_oxdiff_digest_hkl        
;
019306dc8e2126b3fc0a79e56704b6a2ea9e67
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4133
_reflns_number_total             7114
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.432
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.038
_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     318
_refine_ls_number_reflns         7114
_refine_ls_number_restraints     75
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0711P)²+1.0036P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1537
_refine_ls_wR_factor_ref         0.1751
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 F1-B1 \\sim F1A-B1 \\sim F2A-B1 \\sim F2-B1 \\sim F3A-B1 \\sim F3-B1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F1 \\sim F1A \\sim F2A \\sim F2 \\sim F4 \\sim F3 \\sim F3A: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(F1A) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F3A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(F2A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 F1, F2, F3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1A, F2A, F3A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C1(H1C), C4(H4), C6(H6)
6.b Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C7(H7A,H7B), 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)
6.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.0519(4) 1.0277(2) 0.2849(3) 0.1157(14) Uani 0.633(10) 1 d D U P A 1
F2 F 0.0638(3) 1.0765(2) 0.2676(4) 0.1334(19) Uani 0.633(10) 1 d D U P A 1
F3 F -0.0318(4) 1.1369(4) 0.2063(5) 0.137(3) Uani 0.633(10) 1 d D U P A 1
F4 F 0.01270(12) 1.00635(11) 0.17903(9) 0.1243(6) Uani 1 1 d . U . . .
B1 B -0.00370(13) 1.06435(14) 0.23259(12) 0.0616(5) Uani 1 1 d D . . . .
O1 O 0.25361(9) 0.48048(8) 0.40829(10) 0.0835(5) Uani 1 1 d . . . . .
H1 H 0.277749 0.439541 0.391512 0.125 Uiso 1 1 calc GR . . . .
N1 N 0.23829(8) 0.71987(8) 0.45323(8) 0.0483(3) Uani 1 1 d . . . . .
H1A H 0.211471 0.759362 0.478163 0.058 Uiso 1 1 calc R . . . .
H1B H 0.277553 0.744821 0.429377 0.058 Uiso 1 1 calc R . . . .
C1 C 0.26607(11) 0.64987(11) 0.50504(10) 0.0571(4) Uani 1 1 d . . . . .
H1C H 0.288609 0.673547 0.551184 0.069 Uiso 1 1 calc R . . . .
C2 C 0.19076(11) 0.60210(12) 0.52153(10) 0.0600(5) Uani 1 1 d . . . . .
H2A H 0.200367 0.541303 0.527262 0.072 Uiso 1 1 calc R . . . .
H2B H 0.167006 0.623465 0.567297 0.072 Uiso 1 1 calc R . . . .
C3 C 0.13896(10) 0.61888(11) 0.45395(11) 0.0580(4) Uani 1 1 d . . . . .
H3A H 0.123048 0.565499 0.430796 0.070 Uiso 1 1 calc R . . . .
H3B H 0.093166 0.650486 0.468847 0.070 Uiso 1 1 calc R . . . .
C4 C 0.18799(10) 0.67120(10) 0.39991(10) 0.0505(4) Uani 1 1 d . . . . .
H4 H 0.155698 0.710133 0.370207 0.061 Uiso 1 1 calc R . . . .
C5 C 0.24025(13) 0.61882(11) 0.34935(10) 0.0626(5) Uani 1 1 d . . . . .
H5A H 0.271491 0.657599 0.319461 0.075 Uiso 1 1 calc R . . . .
H5B H 0.208271 0.586110 0.314921 0.075 Uiso 1 1 calc R . . . .
C6 C 0.29360(11) 0.55774(10) 0.39049(12) 0.0642(5) Uani 1 1 d . . . . .
H6 H 0.337092 0.543812 0.357292 0.077 Uiso 1 1 calc R . . . .
C7 C 0.32512(11) 0.59832(13) 0.46116(13) 0.0697(6) Uani 1 1 d . . . . .
H7A H 0.367835 0.635513 0.447646 0.084 Uiso 1 1 calc R . . . .
H7B H 0.345395 0.553652 0.493538 0.084 Uiso 1 1 calc R . . . .
O2 O 0.13668(7) 0.86865(7) 0.33050(6) 0.0505(3) Uani 1 1 d . . . . .
O3 O 0.18189(7) 0.79944(8) 0.59533(7) 0.0568(3) Uani 1 1 d . . . . .
O4 O 0.07593(7) 0.83433(8) 0.47603(7) 0.0593(3) Uani 1 1 d . . . . .
O5 O 0.32628(7) 0.85207(9) 0.54279(7) 0.0673(4) Uani 1 1 d . . . . .
O6 O 0.39427(7) 0.79067(8) 0.40754(7) 0.0572(3) Uani 1 1 d . . . . .
O7 O 0.28697(7) 0.81966(8) 0.28685(7) 0.0584(3) Uani 1 1 d . . . . .
C8 C 0.15657(12) 0.84884(13) 0.25518(10) 0.0619(5) Uani 1 1 d . . . . .
H8A H 0.123791 0.880734 0.220874 0.074 Uiso 1 1 calc R . . . .
H8B H 0.148713 0.788293 0.245945 0.074 Uiso 1 1 calc R . . . .
C9 C 0.23888(12) 0.87138(13) 0.24205(10) 0.0623(5) Uani 1 1 d . . . . .
H9A H 0.251544 0.863179 0.189333 0.075 Uiso 1 1 calc R . . . .
H9B H 0.247289 0.931109 0.254413 0.075 Uiso 1 1 calc R . . . .
C10 C 0.36538(12) 0.84635(15) 0.28203(12) 0.0729(6) Uani 1 1 d . . . . .
H10A H 0.370215 0.904907 0.299495 0.088 Uiso 1 1 calc R . . . .
H10B H 0.382681 0.843947 0.230118 0.088 Uiso 1 1 calc R . . . .
C11 C 0.41363(11) 0.78923(15) 0.32913(12) 0.0710(5) Uani 1 1 d . . . . .
H11A H 0.408366 0.731110 0.310682 0.085 Uiso 1 1 calc R . . . .
H11B H 0.467414 0.805683 0.323434 0.085 Uiso 1 1 calc R . . . .
C12 C 0.41912(11) 0.86505(13) 0.44646(13) 0.0685(5) Uani 1 1 d . . . . .
H12A H 0.390172 0.914309 0.428868 0.082 Uiso 1 1 calc R . . . .
H12B H 0.473525 0.875127 0.436463 0.082 Uiso 1 1 calc R . . . .
C13 C 0.40691(11) 0.85376(15) 0.52835(13) 0.0726(6) Uani 1 1 d . . . . .
H13A H 0.430435 0.800688 0.544977 0.087 Uiso 1 1 calc R . . . .
H13B H 0.430745 0.900576 0.555682 0.087 Uiso 1 1 calc R . . . .
C14 C 0.30591(13) 0.85671(15) 0.61957(11) 0.0739(6) Uani 1 1 d . . . . .
H14A H 0.333493 0.903294 0.643672 0.089 Uiso 1 1 calc R . . . .
H14B H 0.319611 0.803824 0.644837 0.089 Uiso 1 1 calc R . . . .
C15 C 0.22177(13) 0.87115(14) 0.62473(12) 0.0736(6) Uani 1 1 d . . . . .
H15A H 0.207167 0.879953 0.676895 0.088 Uiso 1 1 calc R . . . .
H15B H 0.207862 0.922013 0.596518 0.088 Uiso 1 1 calc R . . . .
C16 C 0.09980(11) 0.80423(13) 0.60431(11) 0.0628(5) Uani 1 1 d . . . . .
H16A H 0.088319 0.822866 0.655198 0.075 Uiso 1 1 calc R . . . .
H16B H 0.078117 0.747442 0.597982 0.075 Uiso 1 1 calc R . . . .
C17 C 0.06156(11) 0.86339(13) 0.55036(11) 0.0647(5) Uani 1 1 d . . . . .
H17A H 0.006305 0.864806 0.559795 0.078 Uiso 1 1 calc R . . . .
H17B H 0.081810 0.920817 0.556667 0.078 Uiso 1 1 calc R . . . .
C18 C 0.03824(10) 0.88587(12) 0.42165(11) 0.0600(4) Uani 1 1 d . . . . .
H18A H 0.054730 0.944843 0.427283 0.072 Uiso 1 1 calc R . . . .
H18B H -0.017242 0.883575 0.429565 0.072 Uiso 1 1 calc R . . . .
C19 C 0.05671(10) 0.85563(11) 0.34457(11) 0.0569(4) Uani 1 1 d . . . . .
H19A H 0.044287 0.795342 0.339958 0.068 Uiso 1 1 calc R . . . .
H19B H 0.026160 0.886983 0.307990 0.068 Uiso 1 1 calc R . . . .
F1A F -0.0793(3) 1.0478(7) 0.2485(6) 0.130(3) Uani 0.367(10) 1 d D U P A 2
F2A F 0.0291(5) 1.0642(4) 0.3012(3) 0.103(2) Uani 0.367(10) 1 d D U P A 2
F3A F 0.0009(9) 1.1454(6) 0.2074(8) 0.143(4) Uani 0.367(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
F1 B1 1.373(4) . ?
F2 B1 1.336(3) . ?
F3 B1 1.319(5) . ?
F4 B1 1.344(3) . ?
B1 F1A 1.362(5) . ?
B1 F2A 1.344(5) . ?
B1 F3A 1.346(9) . ?
O1 H1 0.8200 . ?
O1 C6 1.427(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.508(2) . ?
N1 C4 1.494(2) . ?
C1 H1C 0.9800 . ?
C1 C2 1.529(3) . ?
C1 C7 1.516(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.520(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.519(2) . ?
C4 H4 0.9800 . ?
C4 C5 1.514(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.515(3) . ?
C6 H6 0.9800 . ?
C6 C7 1.508(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
O2 C8 1.415(2) . ?
O2 C19 1.420(2) . ?
O3 C15 1.416(2) . ?
O3 C16 1.430(2) . ?
O4 C17 1.418(2) . ?
O4 C18 1.416(2) . ?
O5 C13 1.417(2) . ?
O5 C14 1.410(2) . ?
O6 C11 1.432(2) . ?
O6 C12 1.419(2) . ?
O7 C9 1.406(2) . ?
O7 C10 1.421(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.484(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.481(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.480(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.475(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.487(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.483(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 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
F2 B1 F1 105.9(3) . . ?
F2 B1 F4 103.9(3) . . ?
F3 B1 F1 112.0(5) . . ?
F3 B1 F2 111.4(4) . . ?
F3 B1 F4 114.0(4) . . ?
F4 B1 F1 109.0(2) . . ?
F4 B1 F1A 102.8(3) . . ?
F4 B1 F3A 112.8(7) . . ?
F2A B1 F4 123.5(3) . . ?
F2A B1 F1A 102.5(4) . . ?
F2A B1 F3A 106.1(6) . . ?
F3A B1 F1A 107.8(7) . . ?
C6 O1 H1 109.5 . . ?
H1A N1 H1B 109.3 . . ?
C1 N1 H1A 111.4 . . ?
C1 N1 H1B 111.4 . . ?
C4 N1 H1A 111.4 . . ?
C4 N1 H1B 111.4 . . ?
C4 N1 C1 101.68(12) . . ?
N1 C1 H1C 111.3 . . ?
N1 C1 C2 101.54(14) . . ?
N1 C1 C7 106.64(15) . . ?
C2 C1 H1C 111.3 . . ?
C7 C1 H1C 111.3 . . ?
C7 C1 C2 114.34(15) . . ?
C1 C2 H2A 110.7 . . ?
C1 C2 H2B 110.7 . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 C1 105.43(14) . . ?
C3 C2 H2A 110.7 . . ?
C3 C2 H2B 110.7 . . ?
C2 C3 H3A 110.7 . . ?
C2 C3 H3B 110.7 . . ?
H3A C3 H3B 108.8 . . ?
C4 C3 C2 105.25(14) . . ?
C4 C3 H3A 110.7 . . ?
C4 C3 H3B 110.7 . . ?
N1 C4 C3 101.45(14) . . ?
N1 C4 H4 110.9 . . ?
N1 C4 C5 107.70(14) . . ?
C3 C4 H4 110.9 . . ?
C5 C4 C3 114.61(14) . . ?
C5 C4 H4 110.9 . . ?
C4 C5 H5A 108.6 . . ?
C4 C5 H5B 108.6 . . ?
C4 C5 C6 114.70(15) . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
O1 C6 C5 110.20(17) . . ?
O1 C6 H6 108.5 . . ?
O1 C6 C7 110.28(17) . . ?
C5 C6 H6 108.5 . . ?
C7 C6 C5 110.87(14) . . ?
C7 C6 H6 108.5 . . ?
C1 C7 H7A 108.7 . . ?
C1 C7 H7B 108.7 . . ?
C6 C7 C1 114.08(15) . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C8 O2 C19 111.81(13) . . ?
C15 O3 C16 113.62(15) . . ?
C18 O4 C17 111.84(14) . . ?
C14 O5 C13 114.81(15) . . ?
C12 O6 C11 114.56(15) . . ?
C9 O7 C10 111.17(15) . . ?
O2 C8 H8A 109.8 . . ?
O2 C8 H8B 109.8 . . ?
O2 C8 C9 109.23(14) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
O7 C9 C8 109.96(15) . . ?
O7 C9 H9A 109.7 . . ?
O7 C9 H9B 109.7 . . ?
C8 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
O7 C10 H10A 109.9 . . ?
O7 C10 H10B 109.9 . . ?
O7 C10 C11 109.05(16) . . ?
H10A C10 H10B 108.3 . . ?
C11 C10 H10A 109.9 . . ?
C11 C10 H10B 109.9 . . ?
O6 C11 C10 114.09(17) . . ?
O6 C11 H11A 108.7 . . ?
O6 C11 H11B 108.7 . . ?
C10 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
O6 C12 H12A 109.7 . . ?
O6 C12 H12B 109.7 . . ?
O6 C12 C13 109.74(16) . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
O5 C13 C12 108.68(16) . . ?
O5 C13 H13A 110.0 . . ?
O5 C13 H13B 110.0 . . ?
C12 C13 H13A 110.0 . . ?
C12 C13 H13B 110.0 . . ?
H13A C13 H13B 108.3 . . ?
O5 C14 H14A 110.0 . . ?
O5 C14 H14B 110.0 . . ?
O5 C14 C15 108.32(16) . . ?
H14A C14 H14B 108.4 . . ?
C15 C14 H14A 110.0 . . ?
C15 C14 H14B 110.0 . . ?
O3 C15 C14 109.64(17) . . ?
O3 C15 H15A 109.7 . . ?
O3 C15 H15B 109.7 . . ?
C14 C15 H15A 109.7 . . ?
C14 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
O3 C16 H16A 108.8 . . ?
O3 C16 H16B 108.8 . . ?
O3 C16 C17 113.70(15) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
O4 C17 C16 108.84(15) . . ?
O4 C17 H17A 109.9 . . ?
O4 C17 H17B 109.9 . . ?
C16 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
O4 C18 H18A 109.6 . . ?
O4 C18 H18B 109.6 . . ?
O4 C18 C19 110.43(14) . . ?
H18A C18 H18B 108.1 . . ?
C19 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
O2 C19 C18 109.05(14) . . ?
O2 C19 H19A 109.9 . . ?
O2 C19 H19B 109.9 . . ?
C18 C19 H19A 109.9 . . ?
C18 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C6 C7 C1 -81.16(19) . . . . ?
N1 C1 C2 C3 26.17(17) . . . . ?
N1 C1 C7 C6 -60.22(19) . . . . ?
N1 C4 C5 C6 57.42(19) . . . . ?
C1 N1 C4 C3 48.30(15) . . . . ?
C1 N1 C4 C5 -72.40(16) . . . . ?
C1 C2 C3 C4 3.00(18) . . . . ?
C2 C1 C7 C6 51.2(2) . . . . ?
C2 C3 C4 N1 -31.35(16) . . . . ?
C2 C3 C4 C5 84.37(18) . . . . ?
C3 C4 C5 C6 -54.6(2) . . . . ?
C4 N1 C1 C2 -46.25(15) . . . . ?
C4 N1 C1 C7 73.75(16) . . . . ?
C4 C5 C6 O1 82.79(19) . . . . ?
C4 C5 C6 C7 -39.6(2) . . . . ?
C5 C6 C7 C1 41.2(2) . . . . ?
C7 C1 C2 C3 -88.23(19) . . . . ?
O2 C8 C9 O7 64.81(19) . . . . ?
O3 C16 C17 O4 60.7(2) . . . . ?
O4 C18 C19 O2 -65.99(18) . . . . ?
O5 C14 C15 O3 64.8(2) . . . . ?
O6 C12 C13 O5 -68.1(2) . . . . ?
O7 C10 C11 O6 -61.6(2) . . . . ?
C8 O2 C19 C18 -174.22(14) . . . . ?
C9 O7 C10 C11 -179.14(17) . . . . ?
C10 O7 C9 C8 -173.26(16) . . . . ?
C11 O6 C12 C13 -171.35(16) . . . . ?
C12 O6 C11 C10 -74.8(2) . . . . ?
C13 O5 C14 C15 169.15(18) . . . . ?
C14 O5 C13 C12 -169.39(17) . . . . ?
C15 O3 C16 C17 76.3(2) . . . . ?
C16 O3 C15 C14 174.55(16) . . . . ?
C17 O4 C18 C19 177.99(15) . . . . ?
C18 O4 C17 C16 177.46(15) . . . . ?
C19 O2 C8 C9 174.73(14) . . . . ?

_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 1.470
_oxdiff_exptl_absorpt_empirical_full_min 0.669
####################################################################### 
# 
# 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_210815-13-173k_auto
_database_code_depnum_ccdc_archive 'CCDC 2203858'
loop_
_audit_author_name
_audit_author_address
'wenjuan wei'
;Tsinghua university
China
;
_audit_update_record             
;
2022-08-28 deposited with the CCDC.	2023-02-03 downloaded from the CCDC.
;
_audit_creation_date             2022-07-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H24 O6, C7 H14 N O, B F4'
_chemical_formula_sum            'C19 H38 B F4 N O7'
_chemical_formula_weight         479.31
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.1067(7)
_cell_length_b                   15.3661(7)
_cell_length_c                   17.6923(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4650.7(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5539
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      28.9120
_cell_measurement_theta_min      3.8740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (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_colour_primary    colourless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.868
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17366
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.587
_diffrn_reflns_theta_min         3.313
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -85.00 -47.00   1.00   21.02    --  -10.68 -19.00-180.00   38
  2  ω    -19.00  30.00   1.00   21.02    --  -10.68 -19.00-180.00   49
  3  ω    -28.00  29.00   1.00   21.02    --   11.22 -57.00 150.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0112608000
_diffrn_orient_matrix_UB_12      -0.0001537000
_diffrn_orient_matrix_UB_13      -0.0385929000
_diffrn_orient_matrix_UB_21      -0.0113188000
_diffrn_orient_matrix_UB_22      -0.0442644000
_diffrn_orient_matrix_UB_23      -0.0029295000
_diffrn_orient_matrix_UB_31      -0.0382836000
_diffrn_orient_matrix_UB_32      0.0130048000
_diffrn_orient_matrix_UB_33      -0.0104736000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4298
_reflns_number_total             5686
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5686
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      1.028
_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)+(0.0374P)²+2.3814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1089
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00D(H00z), C00E(H00), C00Q(H4)
2.b Secondary CH2 refined with riding coordinates:
 N009(H00y,H), C00F(H00a,H00b), C00G(H1,Ha), C00H(H00c,H00d), C00I(H2,Hb),
 C00J(H00e,H00f), C00K(H00g,H00h), C00L(H00i,H00j), C00M(H00k,H00l), C00N(H00m,
 H00n), C00O(H3,Hc), C00P(H00o,H00p), C00R(H00q,H00r), C00S(H00s,H00t),
 C00T(H00u,H00v), C00U(H5,Hd), C00V(H00w,H00x)
2.c Idealised tetrahedral OH refined as rotating group:
 O007(H007)
;
_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
O001 O 0.13313(6) 0.62776(7) 0.66836(6) 0.0230(2) Uani 1 1 d . . . . .
O002 O 0.39373(6) 0.71352(7) 0.59273(6) 0.0252(2) Uani 1 1 d . . . . .
O003 O 0.18185(6) 0.70298(7) 0.40251(6) 0.0255(2) Uani 1 1 d . . . . .
O004 O 0.28407(6) 0.68030(7) 0.71344(6) 0.0259(2) Uani 1 1 d . . . . .
O005 O 0.32708(6) 0.64958(8) 0.45628(6) 0.0282(3) Uani 1 1 d . . . . .
O006 O 0.07401(6) 0.66256(7) 0.52106(6) 0.0282(3) Uani 1 1 d . . . . .
O007 O 0.24652(7) 1.02303(7) 0.59538(8) 0.0370(3) Uani 1 1 d . . . . .
H007 H 0.274012 1.066373 0.606796 0.055 Uiso 1 1 calc R U . . .
F008 F 0.50905(8) 0.49546(8) 0.67505(7) 0.0593(3) Uani 1 1 d . . . . .
N009 N 0.23771(7) 0.78072(8) 0.54347(7) 0.0218(3) Uani 1 1 d . . . . .
H00Y H 0.278729 0.755593 0.567883 0.026 Uiso 1 1 calc R U . . .
H H 0.211613 0.739356 0.516671 0.026 Uiso 1 1 calc R U . . .
F00A F 0.47610(10) 0.35613(8) 0.70190(8) 0.0719(4) Uani 1 1 d . . . . .
F00B F 0.43314(9) 0.46592(9) 0.77463(9) 0.0793(5) Uani 1 1 d . . . . .
F00C F 0.55784(9) 0.42783(9) 0.77648(10) 0.0838(5) Uani 1 1 d . . . . .
C00D C 0.18423(9) 0.82677(10) 0.59798(9) 0.0228(3) Uani 1 1 d . . . . .
H00Z H 0.151736 0.784119 0.626887 0.027 Uiso 1 1 calc R U . . .
C00E C 0.26437(9) 0.85402(10) 0.49328(9) 0.0253(3) Uani 1 1 d . . . . .
H00 H 0.288424 0.831232 0.445717 0.030 Uiso 1 1 calc R U . . .
C00F C 0.05192(8) 0.63988(10) 0.65280(9) 0.0252(3) Uani 1 1 d . . . . .
H00A H 0.038209 0.702255 0.657377 0.030 Uiso 1 1 calc R U . . .
H00B H 0.020102 0.606710 0.689603 0.030 Uiso 1 1 calc R U . . .
C00G C 0.18745(9) 0.90174(10) 0.47667(9) 0.0266(3) Uani 1 1 d . . . . .
H1 H 0.164147 0.880857 0.428772 0.032 Uiso 1 1 calc R U . . .
HA H 0.196214 0.965274 0.472896 0.032 Uiso 1 1 calc R U . . .
C00H C 0.03530(9) 0.60877(10) 0.57447(9) 0.0271(3) Uani 1 1 d . . . . .
H00C H 0.053442 0.547935 0.568821 0.033 Uiso 1 1 calc R U . . .
H00D H -0.021747 0.610101 0.565109 0.033 Uiso 1 1 calc R U . . .
C00I C 0.13382(8) 0.88015(10) 0.54427(9) 0.0256(3) Uani 1 1 d . . . . .
H2 H 0.115434 0.934100 0.569152 0.031 Uiso 1 1 calc R U . . .
HB H 0.087811 0.846183 0.527480 0.031 Uiso 1 1 calc R U . . .
C00J C 0.40884(9) 0.64814(11) 0.47155(10) 0.0304(4) Uani 1 1 d . . . . .
H00E H 0.433217 0.703325 0.454861 0.037 Uiso 1 1 calc R U . . .
H00F H 0.433926 0.599557 0.443941 0.037 Uiso 1 1 calc R U . . .
C00K C 0.06028(9) 0.63473(11) 0.44563(9) 0.0285(3) Uani 1 1 d . . . . .
H00G H 0.003383 0.632760 0.435553 0.034 Uiso 1 1 calc R U . . .
H00H H 0.081864 0.575584 0.438116 0.034 Uiso 1 1 calc R U . . .
C00L C 0.23539(9) 0.62740(11) 0.75907(9) 0.0284(3) Uani 1 1 d . . . . .
H00I H 0.247775 0.637032 0.813084 0.034 Uiso 1 1 calc R U . . .
H00J H 0.244720 0.565279 0.747284 0.034 Uiso 1 1 calc R U . . .
C00M C 0.15150(9) 0.64970(11) 0.74437(9) 0.0285(4) Uani 1 1 d . . . . .
H00K H 0.117308 0.616909 0.779399 0.034 Uiso 1 1 calc R U . . .
H00L H 0.142829 0.712652 0.752795 0.034 Uiso 1 1 calc R U . . .
C00N C 0.41953(9) 0.63663(10) 0.55473(9) 0.0276(3) Uani 1 1 d . . . . .
H00M H 0.388936 0.585863 0.572392 0.033 Uiso 1 1 calc R U . . .
H00N H 0.475348 0.625865 0.566182 0.033 Uiso 1 1 calc R U . . .
C00O C 0.23524(10) 0.88009(10) 0.65091(9) 0.0278(3) Uani 1 1 d . . . . .
H3 H 0.267607 0.839818 0.681384 0.033 Uiso 1 1 calc R U . . .
HC H 0.201007 0.912502 0.686162 0.033 Uiso 1 1 calc R U . . .
C00P C 0.09892(9) 0.69732(11) 0.39256(9) 0.0276(3) Uani 1 1 d . . . . .
H00O H 0.087786 0.679158 0.339966 0.033 Uiso 1 1 calc R U . . .
H00P H 0.075857 0.755781 0.400011 0.033 Uiso 1 1 calc R U . . .
C00Q C 0.28915(9) 0.94476(10) 0.61119(10) 0.0289(4) Uani 1 1 d . . . . .
H4 H 0.333301 0.959260 0.646019 0.035 Uiso 1 1 calc R U . . .
C00R C 0.36355(9) 0.65411(11) 0.71842(9) 0.0301(4) Uani 1 1 d . . . . .
H00Q H 0.369314 0.593714 0.699754 0.036 Uiso 1 1 calc R U . . .
H00R H 0.381028 0.655914 0.771739 0.036 Uiso 1 1 calc R U . . .
C00S C 0.41253(9) 0.71447(12) 0.67163(9) 0.0294(4) Uani 1 1 d . . . . .
H00S H 0.405984 0.774468 0.691007 0.035 Uiso 1 1 calc R U . . .
H00T H 0.468198 0.698361 0.677840 0.035 Uiso 1 1 calc R U . . .
C00T C 0.22289(10) 0.63073(12) 0.37121(10) 0.0338(4) Uani 1 1 d . . . . .
H00U H 0.208627 0.623471 0.317346 0.041 Uiso 1 1 calc R U . . .
H00V H 0.208544 0.576798 0.398499 0.041 Uiso 1 1 calc R U . . .
C00U C 0.32301(9) 0.90683(11) 0.53856(10) 0.0298(4) Uani 1 1 d . . . . .
H5 H 0.342696 0.955020 0.506660 0.036 Uiso 1 1 calc R U . . .
HD H 0.368022 0.869189 0.551510 0.036 Uiso 1 1 calc R U . . .
C00V C 0.30895(10) 0.64666(12) 0.37820(9) 0.0334(4) Uani 1 1 d . . . . .
H00W H 0.338525 0.599283 0.353298 0.040 Uiso 1 1 calc R U . . .
H00X H 0.323078 0.702429 0.353742 0.040 Uiso 1 1 calc R U . . .
B00W B 0.49441(11) 0.43602(13) 0.73117(11) 0.0315(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00F 1.4285(18) . ?
O001 C00M 1.4216(18) . ?
O002 C00N 1.4293(18) . ?
O002 C00S 1.4325(19) . ?
O003 C00P 1.4321(18) . ?
O003 C00T 1.4256(19) . ?
O004 C00L 1.4164(18) . ?
O004 C00R 1.4207(18) . ?
O005 C00J 1.4247(19) . ?
O005 C00V 1.4165(19) . ?
O006 C00H 1.4195(18) . ?
O006 C00K 1.4209(19) . ?
O007 H007 0.8400 . ?
O007 C00Q 1.4340(19) . ?
F008 B00W 1.372(2) . ?
N009 H00Y 0.9100 . ?
N009 H 0.9100 . ?
N009 C00D 1.5058(18) . ?
N009 C00E 1.5051(19) . ?
F00A B00W 1.369(2) . ?
F00B B00W 1.379(2) . ?
F00C B00W 1.355(2) . ?
C00D H00Z 1.0000 . ?
C00D C00I 1.523(2) . ?
C00D C00O 1.520(2) . ?
C00E H00 1.0000 . ?
C00E C00G 1.535(2) . ?
C00E C00U 1.519(2) . ?
C00F H00A 0.9900 . ?
C00F H00B 0.9900 . ?
C00F C00H 1.493(2) . ?
C00G H1 0.9900 . ?
C00G HA 0.9900 . ?
C00G C00I 1.543(2) . ?
C00H H00C 0.9900 . ?
C00H H00D 0.9900 . ?
C00I H2 0.9900 . ?
C00I HB 0.9900 . ?
C00J H00E 0.9900 . ?
C00J H00F 0.9900 . ?
C00J C00N 1.493(2) . ?
C00K H00G 0.9900 . ?
C00K H00H 0.9900 . ?
C00K C00P 1.498(2) . ?
C00L H00I 0.9900 . ?
C00L H00J 0.9900 . ?
C00L C00M 1.498(2) . ?
C00M H00K 0.9900 . ?
C00M H00L 0.9900 . ?
C00N H00M 0.9900 . ?
C00N H00N 0.9900 . ?
C00O H3 0.9900 . ?
C00O HC 0.9900 . ?
C00O C00Q 1.527(2) . ?
C00P H00O 0.9900 . ?
C00P H00P 0.9900 . ?
C00Q H4 1.0000 . ?
C00Q C00U 1.525(2) . ?
C00R H00Q 0.9900 . ?
C00R H00R 0.9900 . ?
C00R C00S 1.499(2) . ?
C00S H00S 0.9900 . ?
C00S H00T 0.9900 . ?
C00T H00U 0.9900 . ?
C00T H00V 0.9900 . ?
C00T C00V 1.497(2) . ?
C00U H5 0.9900 . ?
C00U HD 0.9900 . ?
C00V H00W 0.9900 . ?
C00V H00X 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00M O001 C00F 111.49(11) . . ?
C00N O002 C00S 113.42(12) . . ?
C00T O003 C00P 113.13(12) . . ?
C00L O004 C00R 111.40(12) . . ?
C00V O005 C00J 113.54(12) . . ?
C00H O006 C00K 111.90(11) . . ?
C00Q O007 H007 109.5 . . ?
H00Y N009 H 109.2 . . ?
C00D N009 H00Y 111.3 . . ?
C00D N009 H 111.3 . . ?
C00E N009 H00Y 111.3 . . ?
C00E N009 H 111.3 . . ?
C00E N009 C00D 102.14(11) . . ?
N009 C00D H00Z 110.9 . . ?
N009 C00D C00I 101.39(12) . . ?
N009 C00D C00O 107.40(12) . . ?
C00I C00D H00Z 110.9 . . ?
C00O C00D H00Z 110.9 . . ?
C00O C00D C00I 114.79(13) . . ?
N009 C00E H00 111.0 . . ?
N009 C00E C00G 102.16(12) . . ?
N009 C00E C00U 106.78(12) . . ?
C00G C00E H00 111.0 . . ?
C00U C00E H00 111.0 . . ?
C00U C00E C00G 114.33(13) . . ?
O001 C00F H00A 109.9 . . ?
O001 C00F H00B 109.9 . . ?
O001 C00F C00H 108.80(12) . . ?
H00A C00F H00B 108.3 . . ?
C00H C00F H00A 109.9 . . ?
C00H C00F H00B 109.9 . . ?
C00E C00G H1 110.7 . . ?
C00E C00G HA 110.7 . . ?
C00E C00G C00I 104.99(12) . . ?
H1 C00G HA 108.8 . . ?
C00I C00G H1 110.7 . . ?
C00I C00G HA 110.7 . . ?
O006 C00H C00F 110.03(12) . . ?
O006 C00H H00C 109.7 . . ?
O006 C00H H00D 109.7 . . ?
C00F C00H H00C 109.7 . . ?
C00F C00H H00D 109.7 . . ?
H00C C00H H00D 108.2 . . ?
C00D C00I C00G 105.23(12) . . ?
C00D C00I H2 110.7 . . ?
C00D C00I HB 110.7 . . ?
C00G C00I H2 110.7 . . ?
C00G C00I HB 110.7 . . ?
H2 C00I HB 108.8 . . ?
O005 C00J H00E 110.1 . . ?
O005 C00J H00F 110.1 . . ?
O005 C00J C00N 107.99(13) . . ?
H00E C00J H00F 108.4 . . ?
C00N C00J H00E 110.1 . . ?
C00N C00J H00F 110.1 . . ?
O006 C00K H00G 109.9 . . ?
O006 C00K H00H 109.9 . . ?
O006 C00K C00P 108.82(12) . . ?
H00G C00K H00H 108.3 . . ?
C00P C00K H00G 109.9 . . ?
C00P C00K H00H 109.9 . . ?
O004 C00L H00I 109.8 . . ?
O004 C00L H00J 109.8 . . ?
O004 C00L C00M 109.45(13) . . ?
H00I C00L H00J 108.2 . . ?
C00M C00L H00I 109.8 . . ?
C00M C00L H00J 109.8 . . ?
O001 C00M C00L 108.77(12) . . ?
O001 C00M H00K 109.9 . . ?
O001 C00M H00L 109.9 . . ?
C00L C00M H00K 109.9 . . ?
C00L C00M H00L 109.9 . . ?
H00K C00M H00L 108.3 . . ?
O002 C00N C00J 109.13(13) . . ?
O002 C00N H00M 109.9 . . ?
O002 C00N H00N 109.9 . . ?
C00J C00N H00M 109.9 . . ?
C00J C00N H00N 109.9 . . ?
H00M C00N H00N 108.3 . . ?
C00D C00O H3 108.6 . . ?
C00D C00O HC 108.6 . . ?
C00D C00O C00Q 114.46(13) . . ?
H3 C00O HC 107.6 . . ?
C00Q C00O H3 108.6 . . ?
C00Q C00O HC 108.6 . . ?
O003 C00P C00K 113.52(13) . . ?
O003 C00P H00O 108.9 . . ?
O003 C00P H00P 108.9 . . ?
C00K C00P H00O 108.9 . . ?
C00K C00P H00P 108.9 . . ?
H00O C00P H00P 107.7 . . ?
O007 C00Q C00O 109.18(13) . . ?
O007 C00Q H4 108.5 . . ?
O007 C00Q C00U 110.45(13) . . ?
C00O C00Q H4 108.5 . . ?
C00U C00Q C00O 111.62(12) . . ?
C00U C00Q H4 108.5 . . ?
O004 C00R H00Q 109.9 . . ?
O004 C00R H00R 109.9 . . ?
O004 C00R C00S 108.99(13) . . ?
H00Q C00R H00R 108.3 . . ?
C00S C00R H00Q 109.9 . . ?
C00S C00R H00R 109.9 . . ?
O002 C00S C00R 113.97(13) . . ?
O002 C00S H00S 108.8 . . ?
O002 C00S H00T 108.8 . . ?
C00R C00S H00S 108.8 . . ?
C00R C00S H00T 108.8 . . ?
H00S C00S H00T 107.7 . . ?
O003 C00T H00U 109.9 . . ?
O003 C00T H00V 109.9 . . ?
O003 C00T C00V 108.95(14) . . ?
H00U C00T H00V 108.3 . . ?
C00V C00T H00U 109.9 . . ?
C00V C00T H00V 109.9 . . ?
C00E C00U C00Q 113.43(13) . . ?
C00E C00U H5 108.9 . . ?
C00E C00U HD 108.9 . . ?
C00Q C00U H5 108.9 . . ?
C00Q C00U HD 108.9 . . ?
H5 C00U HD 107.7 . . ?
O005 C00V C00T 107.52(13) . . ?
O005 C00V H00W 110.2 . . ?
O005 C00V H00X 110.2 . . ?
C00T C00V H00W 110.2 . . ?
C00T C00V H00X 110.2 . . ?
H00W C00V H00X 108.5 . . ?
F008 B00W F00B 108.69(15) . . ?
F00A B00W F008 111.41(16) . . ?
F00A B00W F00B 109.63(16) . . ?
F00C B00W F008 110.11(16) . . ?
F00C B00W F00A 108.90(16) . . ?
F00C B00W F00B 108.05(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
O001 C00F C00H O006 -66.13(15) . . . . ?
O003 C00T C00V O005 64.13(18) . . . . ?
O004 C00L C00M O001 64.79(16) . . . . ?
O004 C00R C00S O002 -62.08(18) . . . . ?
O005 C00J C00N O002 -68.59(16) . . . . ?
O006 C00K C00P O003 60.59(17) . . . . ?
O007 C00Q C00U C00E -81.33(16) . . . . ?
N009 C00D C00I C00G -31.30(14) . . . . ?
N009 C00D C00O C00Q 56.48(16) . . . . ?
N009 C00E C00G C00I 25.45(15) . . . . ?
N009 C00E C00U C00Q -59.86(16) . . . . ?
C00D N009 C00E C00G -45.73(13) . . . . ?
C00D N009 C00E C00U 74.61(14) . . . . ?
C00D C00O C00Q O007 83.59(16) . . . . ?
C00D C00O C00Q C00U -38.80(18) . . . . ?
C00E N009 C00D C00I 48.01(13) . . . . ?
C00E N009 C00D C00O -72.74(13) . . . . ?
C00E C00G C00I C00D 3.66(16) . . . . ?
C00F O001 C00M C00L 174.54(12) . . . . ?
C00G C00E C00U C00Q 52.34(18) . . . . ?
C00H O006 C00K C00P 176.75(12) . . . . ?
C00I C00D C00O C00Q -55.39(18) . . . . ?
C00J O005 C00V C00T 168.94(14) . . . . ?
C00K O006 C00H C00F 179.49(12) . . . . ?
C00L O004 C00R C00S -177.72(13) . . . . ?
C00M O001 C00F C00H -175.28(12) . . . . ?
C00N O002 C00S C00R -73.33(16) . . . . ?
C00O C00D C00I C00G 84.11(15) . . . . ?
C00O C00Q C00U C00E 40.32(18) . . . . ?
C00P O003 C00T C00V 174.89(13) . . . . ?
C00R O004 C00L C00M -172.69(13) . . . . ?
C00S O002 C00N C00J -170.97(12) . . . . ?
C00T O003 C00P C00K 76.57(17) . . . . ?
C00U C00E C00G C00I -89.49(15) . . . . ?
C00V O005 C00J C00N -170.77(14) . . . . ?

_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 1.159
_oxdiff_exptl_absorpt_empirical_full_min 0.784
####################################################################### 
# 
# 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_wwj-210815-11-365k_auto
_database_code_depnum_ccdc_archive 'CCDC 2203861'
loop_
_audit_author_name
_audit_author_address
'wenjuan wei'
;Tsinghua university
China
;
_audit_update_record             
;
2022-08-28 deposited with the CCDC.	2023-02-03 downloaded from the CCDC.
;
_audit_creation_date             2022-07-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl O4, C7 H14 N O, C12 H24 O6'
_chemical_formula_sum            'C19 H38 Cl N O11'
_chemical_formula_weight         491.95
_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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   15.6730(17)
_cell_length_b                   10.8757(9)
_cell_length_c                   14.2780(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2433.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2403
_cell_measurement_temperature    365.01(11)
_cell_measurement_theta_max      28.7610
_cell_measurement_theta_min      1.9380
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.800
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9854
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.800
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.507
_diffrn_reflns_theta_min         1.929
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      365.01(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.800
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -92.00  18.00   0.50    2.07    --  -11.30 -38.00  71.00  220
  2  ω     -8.00  18.00   0.50    2.07    --   10.52 -99.00  60.00   52
  3  ω     30.00  56.00   0.50    2.07    --   10.52 -99.00  60.00   52
  4  ω      0.00  12.50   0.50    2.07    --  -11.30 -99.00 -30.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0365057000
_diffrn_orient_matrix_UB_12      -0.0268204000
_diffrn_orient_matrix_UB_13      0.0213556000
_diffrn_orient_matrix_UB_21      -0.0157640000
_diffrn_orient_matrix_UB_22      0.0159414000
_diffrn_orient_matrix_UB_23      0.0447697000
_diffrn_orient_matrix_UB_31      -0.0218270000
_diffrn_orient_matrix_UB_32      -0.0571209000
_diffrn_orient_matrix_UB_33      0.0023762000
_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                1253
_reflns_number_total             2842
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.561
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.185
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.479
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         2842
_refine_ls_number_restraints     487
_refine_ls_R_factor_all          0.3081
_refine_ls_R_factor_gt           0.2497
_refine_ls_restrained_S_all      2.665
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.6230
_refine_ls_wR_factor_ref         0.6590
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O0-O4 = O6-O7
 2.731 with sigma of 0.02
 O5-C4B = O8-C4A
 2.247 with sigma of 0.02
 C2B-O0 = C2A-O6
 2.284 with sigma of 0.02
 C4B-C2B = C4A-C2A
 1.842 with sigma of 0.02
 C2B-C3B
 2.131 with sigma of 0.02
 C5B-C0 = C5A-C1
 1.475 with sigma of 0.02
 C3A-C2A
 2.131 with sigma of 0.02
 C4B-C5B = C4A-C5A
 2.234 with sigma of 0.02
 O5-O0 = O8-O6
 2.706 with sigma of 0.02
 C5B-O4 = C5A-O7
 2.259 with sigma of 0.02
 C0-C7B = C1-C7A
 2.22 with sigma of 0.02
 C4B-C2B = C4A-C2A = C3B_$1-C3B = C3A_$1-C3A = C4B-C2B = C4A-C2A = C5A-C1 =
 C5B-C0 = C7B_$1-C7B = C7A_$1-C7A = C5B-C0 = C5A-C1
 1.5 with sigma of 0.02
 O7-C7A = O4-C7B = O7-C1 = O4-C0 = O0-C5B = O6-C5A = O0-C4B = O6-C4A = O5-C2B =
  O8-C2A = O5-C3B = O8-C3A = O5-C3B = O8-C3A = O5-C2B = O8-C2A = O0-C4B = O6-
 C4A = O0-C5B = O6-C5A = O7-C1 = O4-C0 = O7-C7A = O4-C7B
 1.4 with sigma of 0.02
 C1-C7B = C0-C7A = C5B-C4B = C4A-C5A = C2B-C3B = C2A-C3A = C3A-C2A = C3B-C2B =
 C4A-C5A = C4B-C5B = C0-C7B = C1-C7A
 2.37 with sigma of 0.02
 C7B_$1-C7B \\sim C5B-C0 \\sim C4B-C2B \\sim C3B_$1-C3B \\sim C4B-C2B \\sim
C5B-C0
 with sigma of 0.02
 O4-C7B \\sim O4-C0 \\sim O0-C5B \\sim O0-C4B \\sim O5-C2B \\sim O5-C3B \\sim
O5-C3B \\sim O5-C2B \\sim O0-C4B
 \\sim O0-C5B \\sim O4-C0 \\sim O4-C7B
 with sigma of 0.02
 Cl01-O2 \\sim Cl01-O1 \\sim Cl01-O3
 with sigma of 0.02
 Cl01-O2 \\sim Cl01-O3_$1 \\sim Cl01-O3 \\sim Cl01-O1
 with sigma of 0.02
 O3-O1 \\sim O3-O2 \\sim O3-O3_$1 \\sim O3_$1-O2 \\sim O3_$1-O1 \\sim O2-O1
 with sigma of 0.02
 O3-O2 \\sim O3-O3_$1 \\sim O3-O1 \\sim O3_$1-O1 \\sim O3_$1-O2 \\sim O2-O1
 with sigma of 0.02
 Cl01-O3_$1 \\sim Cl01-O1 \\sim Cl01-O3 \\sim Cl01-O2
 with sigma of 0.02
 Cl01-O2 \\sim Cl01-O2A \\sim Cl01-O3 \\sim Cl01-O3A \\sim Cl01-O1 \\sim
Cl01-O1A
 with sigma of 0.02
 O2-O3 \\sim O2-O1 \\sim O2A-O3A \\sim O2A-O1A \\sim O3-O1 \\sim O3A-O1A
 with sigma of 0.04
 O2A-O1A \\sim O3A-O1A \\sim O3A-O2A \\sim O3-O1 \\sim O2-O1
 with sigma of 0.02
 C4B-C5B \\sim C4A-C5A
 with sigma of 0.02
 O5-C3B \\sim O8-C3A \\sim O8-C2A \\sim O5-C2B \\sim O0-C4B \\sim O6-C4A \\sim
O0-C5B \\sim O6-C5A \\sim O7-C1
 \\sim O7-C7A \\sim O4-C7B \\sim O4-C0
 with sigma of 0.02
 C3A-C2A \\sim C2B-C3B
 with sigma of 0.02
 C0-C7B \\sim C1-C7A
 with sigma of 0.02
 C4B-C2B \\sim C4A-C2A \\sim C5B-C0 \\sim C5A-C1
 with sigma of 0.02
 C5B-C0 \\sim C5A-C1 \\sim C4A-C2A \\sim C4B-C2B \\sim C3B_$1-C3B \\sim
C3A_$1-C3A \\sim C4A-C2A \\sim C5A-
 C1 \\sim C5B-C0 \\sim C7B_$1-C7B \\sim C7A_$1-C7A
 with sigma of 0.02
 O6-C4A \\sim O0-C4B \\sim O6-C5A \\sim O0-C5B \\sim O7-C1 \\sim O4-C0 \\sim
O4-C7B \\sim O7-C7A \\sim O4-C7B
 \\sim O7-C7A \\sim O4-C0 \\sim O7-C1 \\sim O0-C5B \\sim O6-C5A \\sim O6-C4A
\\sim O0-C4B \\sim O8-C2A \\sim O5-C2B
 \\sim O5-C3B \\sim O8-C3A \\sim O5-C3B \\sim O8-C3A \\sim O8-C2A \\sim O5-C2B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O3) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(O1A)
\\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(O3A) \\sim Ueq, Uanis(O3) \\sim Ueq,
Uanis(O1A) \\sim Ueq, Uanis(O2A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(C1) \\sim Ueq, Uanis(C0) \\sim Ueq, Uanis(C5B) \\sim Ueq, Uanis(C5A)
\\sim Ueq, Uanis(O0) \\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(C4A) \\sim Ueq,
Uanis(C4B) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C2B) \\sim Ueq, Uanis(O0)
\\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O5) \\sim Ueq,
Uanis(O5) \\sim Ueq, Uanis(C0) \\sim Ueq, Uanis(C2B) \\sim Ueq, Uanis(C4B)
\\sim Ueq, Uanis(C3B) \\sim Ueq, Uanis(C3B) \\sim Ueq, Uanis(C5B) \\sim Ueq,
Uanis(C7B) \\sim Ueq, Uanis(C7B) \\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(O7)
\\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(O8) \\sim Ueq,
Uanis(C1) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C4A) \\sim Ueq, Uanis(C3A)
\\sim Ueq, Uanis(C3A) \\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(C7A) \\sim Ueq,
Uanis(C7A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 O2A, O1A, O3A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O3, O2, O1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O0, C4B, C5B, C2B, C0, O5, O4, C3B, C7B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O6, C4A, C5A, C2A, C1, O8, O7, C3A, C7A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O1, C3A, C2A, O3, C7A, O2, C4A, O6, C5A, O6, C2A, O7, C4A, O7, C3A, O8, C5A,
 O8, C7A, C1, C1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O0, C7B, C3B, O0, O2A, O4, C5B, O4, O1A, O5, C4B, O5, C3B, C0, C5B, C0, C7B,
 C2B, O3A, C2B, C4B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 H7Aa, C3A, H2Ab, O1, H5Aa, O3, H4Aa, O2, H3Ab, O6, C7A, O7, C4A, O8, H4Ab, C1,
  H3Aa, H1a, C5A, H1b, H5Ab, C2A, H2Aa, H7Ab
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O0, H5Ba, C3B, O4, H7Bb, O5, H3Bb, C0, C7B, O2A, O3A, H0b, H3Ba, C2B, C5B,
 H2Ba, H5Bb, H2Bb, H7Ba, C4B, O1A, H4Ba, H4Bb, H0a
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O3A)=1-FVAR(1)
 Sof(O1A)=Sof(O2A)=0.5*(1-FVAR(2))
 Sof(O1)=Sof(O2)=0.5*FVAR(2)
 Sof(O3)=FVAR(1)
 Sof(O0)=Sof(O4)=Sof(O5)=Sof(C0)=Sof(H0a)=Sof(H0b)=Sof(C2B)=Sof(H2Ba)=
 Sof(H2Bb)=Sof(C4B)=Sof(H4Ba)=Sof(H4Bb)=Sof(C3B)=Sof(H3Ba)=Sof(H3Bb)=Sof(C5B)=
 Sof(H5Ba)=Sof(H5Bb)=Sof(C7B)=Sof(H7Ba)=Sof(H7Bb)=1-FVAR(2)
 Sof(O6)=Sof(O7)=Sof(O8)=Sof(C1)=Sof(H1a)=Sof(H1b)=Sof(C2A)=Sof(H2Aa)=
 Sof(H2Ab)=Sof(C4A)=Sof(H4Aa)=Sof(H4Ab)=Sof(C3A)=Sof(H3Aa)=Sof(H3Ab)=Sof(C5A)=
 Sof(H5Aa)=Sof(H5Ab)=Sof(C7A)=Sof(H7Aa)=Sof(H7Ab)=FVAR(2)
 Fixed Sof: H003(0.5)
6.a Ternary CH refined with riding coordinates:
 C004(H004), C005(H005)
6.b Secondary CH2 refined with riding coordinates:
 N002(H00a,H00b), C008(H00c,H00d), C00A(H00e,H00f), C0(H0a,H0b), C2B(H2Ba,
 H2Bb), C4B(H4Ba,H4Bb), C3B(H3Ba,H3Bb), C5B(H5Ba,H5Bb), C7B(H7Ba,H7Bb), C1(H1a,
 H1b), C2A(H2Aa,H2Ab), C4A(H4Aa,H4Ab), C3A(H3Aa,H3Ab), C5A(H5Aa,H5Ab), C7A(H7Aa,
 H7Ab)
6.c Idealised tetrahedral OH refined as rotating group:
 O003(H003)
;
_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
Cl01 Cl 0.9273(2) 0.250000 1.2012(2) 0.0981(15) Uani 1 2 d DS T P . .
N002 N 1.2173(6) 0.250000 0.7939(7) 0.100(3) Uani 1 2 d S T P . .
H00A H 1.239517 0.250001 0.736588 0.121 Uiso 1 2 calc R U P . .
H00B H 1.258960 0.249999 0.836235 0.121 Uiso 1 2 calc R U P . .
O003 O 0.9744(5) 0.250000 0.7540(9) 0.126(3) Uani 1 2 d S T P . .
H003 H 0.958281 0.321018 0.761584 0.189 Uiso 0.5 1 calc R U P . .
C004 C 1.1571(7) 0.1462(11) 0.8081(9) 0.131(4) Uani 1 1 d . . . . .
H004 H 1.188121 0.069097 0.818022 0.158 Uiso 1 1 calc R U . . .
C005 C 1.0516(10) 0.250000 0.7047(9) 0.110(4) Uani 1 2 d S T P . .
H005 H 1.036908 0.249998 0.637979 0.132 Uiso 1 2 calc R U P . .
O0 O 0.8576(11) 0.4671(12) 0.7345(9) 0.149(5) Uani 0.571(14) 1 d D U P A 2
O4 O 0.8220(13) 0.3884(14) 0.5529(11) 0.170(6) Uani 0.571(14) 1 d D U P A 2
C008 C 1.1030(7) 0.1389(10) 0.7215(8) 0.120(3) Uani 1 1 d . . . . .
H00C H 1.139798 0.125237 0.667871 0.144 Uiso 1 1 calc R U . . .
H00D H 1.065141 0.068743 0.726773 0.144 Uiso 1 1 calc R U . . .
O5 O 0.7887(12) 0.3583(16) 0.8877(11) 0.182(6) Uani 0.571(14) 1 d D U P A 2
C00A C 1.1115(7) 0.1833(9) 0.8938(7) 0.123(4) Uani 1 1 d . . . . .
H00E H 1.053559 0.151967 0.893319 0.148 Uiso 1 1 calc R U . . .
H00F H 1.140456 0.151975 0.948940 0.148 Uiso 1 1 calc R U . . .
C0 C 0.8786(14) 0.4835(19) 0.5630(14) 0.154(6) Uani 0.571(14) 1 d D U P A 2
H0A H 0.874477 0.541235 0.511387 0.185 Uiso 0.571(14) 1 calc R U P A 2
H0B H 0.936823 0.453928 0.567715 0.185 Uiso 0.571(14) 1 calc R U P A 2
O1 O 0.9735(10) 0.250000 1.2845(9) 0.157(6) Uani 0.726(18) 2 d DS TU P B 1
O3 O 0.8753(9) 0.1448(10) 1.1956(10) 0.216(7) Uani 0.726(18) 1 d D U P B 1
C2B C 0.8598(13) 0.435(2) 0.8933(13) 0.179(6) Uani 0.571(14) 1 d D U P A 2
H2BA H 0.912076 0.391399 0.877922 0.215 Uiso 0.571(14) 1 calc R U P A 2
H2BB H 0.865143 0.472406 0.954580 0.215 Uiso 0.571(14) 1 calc R U P A 2
O2 O 0.9840(11) 0.250000 1.1245(11) 0.203(8) Uani 0.726(18) 2 d DS TU P B 1
C4B C 0.8346(18) 0.5307(15) 0.8158(10) 0.162(6) Uani 0.571(14) 1 d D U P A 2
H4BA H 0.773954 0.548729 0.817010 0.194 Uiso 0.571(14) 1 calc R U P A 2
H4BB H 0.866501 0.606618 0.822368 0.194 Uiso 0.571(14) 1 calc R U P A 2
C3B C 0.766(2) 0.3195(6) 0.9775(15) 0.214(8) Uani 0.571(14) 1 d D U P A 2
H3BA H 0.709270 0.350243 0.993309 0.257 Uiso 0.571(14) 1 calc R U P A 2
H3BB H 0.805920 0.350243 1.023335 0.257 Uiso 0.571(14) 1 calc R U P A 2
C5B C 0.8490(17) 0.5408(14) 0.6539(10) 0.156(6) Uani 0.571(14) 1 d D U P A 2
H5BA H 0.880830 0.616173 0.663718 0.187 Uiso 0.571(14) 1 calc R U P A 2
H5BB H 0.789374 0.562969 0.647278 0.187 Uiso 0.571(14) 1 calc R U P A 2
C7B C 0.8344(19) 0.3197(6) 0.4710(13) 0.177(7) Uani 0.571(14) 1 d D U P A 2
H7BA H 0.888668 0.345395 0.444844 0.212 Uiso 0.571(14) 1 calc R U P A 2
H7BB H 0.790742 0.345395 0.426992 0.212 Uiso 0.571(14) 1 calc R U P A 2
O1A O 0.9504(18) 0.133(2) 1.163(4) 0.141(12) Uani 0.137(9) 1 d D U P B 2
O3A O 0.8360(10) 0.250000 1.2057(15) 0.158(10) Uani 0.55(4) 2 d DS TU P B 2
O2A O 0.9508(18) 0.340(3) 1.135(3) 0.135(12) Uani 0.137(9) 1 d D U P B 2
O6 O 0.8656(16) 0.4732(17) 0.6988(11) 0.159(6) Uani 0.429(14) 1 d D U P A 1
O7 O 0.829(2) 0.354(2) 0.5349(16) 0.212(8) Uani 0.429(14) 1 d D U P A 1
O8 O 0.8068(11) 0.4104(15) 0.8697(11) 0.129(5) Uani 0.429(14) 1 d D U P A 1
C1 C 0.819(2) 0.482(3) 0.534(2) 0.201(8) Uani 0.429(14) 1 d D U P A 1
H1A H 0.760339 0.504728 0.547762 0.241 Uiso 0.429(14) 1 calc R U P A 1
H1B H 0.834836 0.515812 0.473625 0.241 Uiso 0.429(14) 1 calc R U P A 1
C2A C 0.8642(15) 0.5057(16) 0.8586(13) 0.135(6) Uani 0.429(14) 1 d D U P A 1
H2AA H 0.922448 0.476006 0.855353 0.162 Uiso 0.429(14) 1 calc R U P A 1
H2AB H 0.859341 0.565523 0.908710 0.162 Uiso 0.429(14) 1 calc R U P A 1
C4A C 0.8339(18) 0.5607(18) 0.7619(13) 0.147(7) Uani 0.429(14) 1 d D U P A 1
H4AA H 0.772225 0.566487 0.758696 0.176 Uiso 0.429(14) 1 calc R U P A 1
H4AB H 0.858559 0.641208 0.750794 0.176 Uiso 0.429(14) 1 calc R U P A 1
C3A C 0.842(2) 0.3206(6) 0.9304(18) 0.156(8) Uani 0.429(14) 1 d D U P A 1
H3AA H 0.818461 0.341959 0.991275 0.187 Uiso 0.429(14) 1 calc R U P A 1
H3AB H 0.901747 0.341959 0.933636 0.187 Uiso 0.429(14) 1 calc R U P A 1
C5A C 0.878(2) 0.523(2) 0.6095(12) 0.166(7) Uani 0.429(14) 1 d D U P A 1
H5AA H 0.936041 0.504113 0.590006 0.199 Uiso 0.429(14) 1 calc R U P A 1
H5AB H 0.874021 0.611933 0.614389 0.199 Uiso 0.429(14) 1 calc R U P A 1
C7A C 0.900(3) 0.3196(6) 0.483(3) 0.208(10) Uani 0.429(14) 1 d D U P A 1
H7AA H 0.951979 0.351071 0.510988 0.250 Uiso 0.429(14) 1 calc R U P A 1
H7AB H 0.896115 0.351071 0.419127 0.250 Uiso 0.429(14) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 O1 1.392(13) 7_565 ?
Cl01 O1 1.392(13) . ?
Cl01 O3 1.408(12) 7_565 ?
Cl01 O3 1.408(12) . ?
Cl01 O2 1.409(14) . ?
Cl01 O1A 1.429(17) 7_565 ?
Cl01 O1A 1.429(17) . ?
Cl01 O3A 1.432(15) . ?
Cl01 O2A 1.416(16) 7_565 ?
Cl01 O2A 1.416(17) . ?
N002 H00A 0.8900 . ?
N002 H00B 0.8900 . ?
N002 C004 1.485(14) . ?
N002 C004 1.485(14) 7_565 ?
O003 H003 0.82(3) 7_565 ?
O003 H003 0.8200 . ?
O003 C005 1.399(18) . ?
C004 H004 0.9800 . ?
C004 C008 1.501(15) . ?
C004 C00A 1.474(15) . ?
C005 H005 0.9800 . ?
C005 C008 1.472(14) 7_565 ?
C005 C008 1.472(14) . ?
O0 C4B 1.399(10) . ?
O0 C5B 1.408(10) . ?
O4 C0 1.371(10) . ?
O4 C7B 1.402(10) . ?
C008 H00C 0.9700 . ?
C008 H00D 0.9700 . ?
O5 C2B 1.391(10) . ?
O5 C3B 1.399(10) . ?
C00A C00A 1.45(2) 7_565 ?
C00A H00E 0.9700 . ?
C00A H00F 0.9700 . ?
C0 H0A 0.9700 . ?
C0 H0B 0.9700 . ?
C0 C5B 1.513(9) . ?
O1 O1 0.00(4) 7_565 ?
O1 O3 2.300(18) . ?
O1 O2 2.289(19) . ?
O3 O3 2.29(2) 7_565 ?
C2B H2BA 0.9700 . ?
C2B H2BB 0.9700 . ?
C2B C4B 1.573(9) . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
C3B C3B 1.511(13) 7_565 ?
C3B H3BA 0.9700 . ?
C3B H3BB 0.9700 . ?
C5B H5BA 0.9700 . ?
C5B H5BB 0.9700 . ?
C7B C7B 1.515(12) 7_565 ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
O1A O3A 2.28(2) . ?
O1A O2A 2.29(2) . ?
O1A O2A 0.50(10) 7_565 ?
O3A O2A 2.29(2) . ?
O6 C4A 1.402(10) . ?
O6 C5A 1.400(10) . ?
O7 C1 1.396(10) . ?
O7 C7A 1.397(11) . ?
O8 C2A 1.382(10) . ?
O8 C3A 1.416(10) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C5A 1.497(10) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A C4A 1.577(9) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C3A C3A 1.537(13) 7_565 ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
C7A C7A 1.515(13) 7_565 ?
C7A H7AA 0.9700 . ?
C7A H7AB 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
O1 Cl01 O1 0.0(6) 7_565 . ?
O1 Cl01 O3 110.5(5) . 7_565 ?
O1 Cl01 O3 110.5(5) 7_565 . ?
O1 Cl01 O3 110.5(5) 7_565 7_565 ?
O1 Cl01 O3 110.5(5) . . ?
O1 Cl01 O2 109.6(9) . . ?
O1 Cl01 O2 109.6(9) 7_565 . ?
O1 Cl01 O1A 101(2) 7_565 7_565 ?
O1 Cl01 O1A 101(2) . 7_565 ?
O1 Cl01 O2A 116(2) 7_565 7_565 ?
O1 Cl01 O2A 116(2) . 7_565 ?
O3 Cl01 O3 108.8(10) . 7_565 ?
O3 Cl01 O2 108.7(6) . . ?
O3 Cl01 O2 108.7(6) 7_565 . ?
O3 Cl01 O1A 53.3(13) 7_565 7_565 ?
O3 Cl01 O1A 148(2) . 7_565 ?
O3 Cl01 O2A 133(2) 7_565 7_565 ?
O3 Cl01 O2A 63.2(15) . 7_565 ?
O2 Cl01 O1A 62.9(17) . 7_565 ?
O2 Cl01 O2A 46.7(17) . 7_565 ?
O1A Cl01 O1A 126(4) 7_565 . ?
O1A Cl01 O3A 105.6(12) . . ?
O1A Cl01 O3A 105.6(12) 7_565 . ?
O2A Cl01 O1A 107.1(13) . . ?
O2A Cl01 O1A 20(4) 7_565 . ?
O2A Cl01 O3A 106.8(12) 7_565 . ?
O2A Cl01 O3A 106.8(12) . . ?
O2A Cl01 O2A 88(4) . 7_565 ?
H00A N002 H00B 109.7 . . ?
C004 N002 H00A 112.0 7_565 . ?
C004 N002 H00A 112.0 . . ?
C004 N002 H00B 112.0 . . ?
C004 N002 H00B 112.0 7_565 . ?
C004 N002 C004 99.0(10) . 7_565 ?
H003 O003 H003 140.8 . 7_565 ?
C005 O003 H003 109.5(6) . 7_565 ?
C005 O003 H003 109.5 . . ?
N002 C004 H004 110.8 . . ?
N002 C004 C008 106.7(10) . . ?
C008 C004 H004 110.8 . . ?
C00A C004 N002 102.3(9) . . ?
C00A C004 H004 110.8 . . ?
C00A C004 C008 115.2(10) . . ?
O003 C005 H005 106.7 . . ?
O003 C005 C008 113.1(8) . . ?
O003 C005 C008 113.1(8) . 7_565 ?
C008 C005 H005 106.7 . . ?
C008 C005 H005 106.7 7_565 . ?
C008 C005 C008 110.3(13) 7_565 . ?
C4B O0 C5B 111.8(10) . . ?
C0 O4 C7B 113.6(11) . . ?
C004 C008 H00C 108.8 . . ?
C004 C008 H00D 108.8 . . ?
C005 C008 C004 113.6(9) . . ?
C005 C008 H00C 108.8 . . ?
C005 C008 H00D 108.8 . . ?
H00C C008 H00D 107.7 . . ?
C2B O5 C3B 109.6(10) . . ?
C004 C00A H00E 110.6 . . ?
C004 C00A H00F 110.6 . . ?
C00A C00A C004 105.9(6) 7_565 . ?
C00A C00A H00E 110.6 7_565 . ?
C00A C00A H00F 110.6 7_565 . ?
H00E C00A H00F 108.7 . . ?
O4 C0 H0A 111.4 . . ?
O4 C0 H0B 111.4 . . ?
O4 C0 C5B 101.7(12) . . ?
H0A C0 H0B 109.3 . . ?
C5B C0 H0A 111.4 . . ?
C5B C0 H0B 111.4 . . ?
Cl01 O1 O3 35.0(3) . . ?
Cl01 O1 O2 35.4(5) . . ?
O1 O1 Cl01 0(10) 7_565 . ?
O1 O1 O3 0(10) 7_565 . ?
O1 O1 O2 0(10) 7_565 . ?
O2 O1 O3 59.9(3) . . ?
Cl01 O3 O1 34.5(4) . . ?
Cl01 O3 O1 34.5(4) . 7_565 ?
Cl01 O3 O3 35.6(5) . 7_565 ?
O1 O3 O1 0.0(5) . 7_565 ?
O3 O3 O1 60.2(2) 7_565 7_565 ?
O3 O3 O1 60.2(2) 7_565 . ?
O5 C2B H2BA 112.0 . . ?
O5 C2B H2BB 112.0 . . ?
O5 C2B C4B 98.9(11) . . ?
H2BA C2B H2BB 109.7 . . ?
C4B C2B H2BA 112.0 . . ?
C4B C2B H2BB 112.0 . . ?
Cl01 O2 O1 34.9(5) . . ?
Cl01 O2 O3 35.6(3) . 7_565 ?
O1 O2 O3 60.3(3) . 7_565 ?
O0 C4B C2B 101.0(11) . . ?
O0 C4B H4BA 111.6 . . ?
O0 C4B H4BB 111.6 . . ?
C2B C4B H4BA 111.6 . . ?
C2B C4B H4BB 111.6 . . ?
H4BA C4B H4BB 109.4 . . ?
O5 C3B H3BA 110.2 . . ?
O5 C3B H3BB 110.2 . . ?
C3B C3B H3BA 110.2 7_565 . ?
C3B C3B H3BB 110.2 7_565 . ?
H3BA C3B H3BB 108.5 . . ?
O0 C5B C0 116.0(16) . . ?
O0 C5B H5BA 108.3 . . ?
O0 C5B H5BB 108.3 . . ?
C0 C5B H5BA 108.3 . . ?
C0 C5B H5BB 108.3 . . ?
H5BA C5B H5BB 107.4 . . ?
O4 C7B H7BA 106.8 . . ?
O4 C7B H7BB 106.8 . . ?
C7B C7B H7BA 106.8 7_565 . ?
C7B C7B H7BB 106.8 7_565 . ?
H7BA C7B H7BB 106.6 . . ?
Cl01 O1A O3A 37.2(6) . . ?
Cl01 O1A O2A 36.2(7) . . ?
O3A O1A O2A 60.1(5) . . ?
O2A O1A Cl01 78(3) 7_565 . ?
O2A O1A O3A 85(3) 7_565 . ?
O2A O1A O2A 44(3) 7_565 . ?
Cl01 O3A O1A 37.1(7) . . ?
Cl01 O3A O2A 36.3(7) . . ?
O1A O3A O2A 60.2(5) . . ?
Cl01 O2A O1A 36.6(7) . . ?
Cl01 O2A O3A 36.8(7) . . ?
O1A O2A Cl01 81(3) 7_565 . ?
O1A O2A O1A 115(4) 7_565 . ?
O1A O2A O3A 83(2) 7_565 . ?
O3A O2A O1A 59.8(5) . . ?
C5A O6 C4A 111.9(11) . . ?
C1 O7 C7A 110.5(12) . . ?
C2A O8 C3A 109.6(10) . . ?
O7 C1 H1A 111.2 . . ?
O7 C1 H1B 111.2 . . ?
O7 C1 C5A 102.9(13) . . ?
H1A C1 H1B 109.1 . . ?
C5A C1 H1A 111.2 . . ?
C5A C1 H1B 111.2 . . ?
O8 C2A H2AA 111.6 . . ?
O8 C2A H2AB 111.6 . . ?
O8 C2A C4A 100.9(12) . . ?
H2AA C2A H2AB 109.4 . . ?
C4A C2A H2AA 111.6 . . ?
C4A C2A H2AB 111.6 . . ?
O6 C4A C2A 101.5(12) . . ?
O6 C4A H4AA 111.5 . . ?
O6 C4A H4AB 111.5 . . ?
C2A C4A H4AA 111.5 . . ?
C2A C4A H4AB 111.5 . . ?
H4AA C4A H4AB 109.3 . . ?
O8 C3A C3A 133.6(10) . 7_565 ?
O8 C3A H3AA 103.8 . . ?
O8 C3A H3AB 103.8 . . ?
C3A C3A H3AA 103.8 7_565 . ?
C3A C3A H3AB 103.8 7_565 . ?
H3AA C3A H3AB 105.4 . . ?
O6 C5A C1 117(2) . . ?
O6 C5A H5AA 108.1 . . ?
O6 C5A H5AB 108.1 . . ?
C1 C5A H5AA 108.1 . . ?
C1 C5A H5AB 108.1 . . ?
H5AA C5A H5AB 107.3 . . ?
O7 C7A C7A 105.6(11) . 7_565 ?
O7 C7A H7AA 110.6 . . ?
O7 C7A H7AB 110.6 . . ?
C7A C7A H7AA 110.6 7_565 . ?
C7A C7A H7AB 110.6 7_565 . ?
H7AA C7A H7AB 108.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N002 C004 C008 C005 -62.0(14) . . . . ?
N002 C004 C00A C00A 29.4(7) . . . 7_565 ?
O003 C005 C008 C004 -84.3(13) . . . . ?
C004 N002 C004 C008 74.6(12) 7_565 . . . ?
C004 N002 C004 C00A -46.7(11) 7_565 . . . ?
O4 C0 C5B O0 65(2) . . . . ?
C008 C004 C00A C00A -85.8(10) . . . 7_565 ?
C008 C005 C008 C004 43.3(18) 7_565 . . . ?
O5 C2B C4B O0 -80.2(19) . . . . ?
C00A C004 C008 C005 50.7(15) . . . . ?
C0 O4 C7B C7B 134.3(16) . . . 7_565 ?
O1 Cl01 O1 O3 0(19) 7_565 . . . ?
O1 Cl01 O1 O2 0(100) 7_565 . . . ?
O1 Cl01 O3 O1 0.000(2) 7_565 . . . ?
O1 Cl01 O3 O1 0.000(2) . . . 7_565 ?
O1 Cl01 O3 O3 121.4(10) 7_565 . . 7_565 ?
O1 Cl01 O3 O3 121.4(10) . . . 7_565 ?
O1 Cl01 O2 O1 0.000(6) 7_565 . . . ?
O1 Cl01 O2 O3 -120.9(6) . . . 7_565 ?
O1 Cl01 O2 O3 -120.9(6) 7_565 . . 7_565 ?
O3 Cl01 O1 O1 0(2) 7_565 . . 7_565 ?
O3 Cl01 O1 O1 0(2) . . . 7_565 ?
O3 Cl01 O1 O3 120.4(12) 7_565 . . . ?
O3 Cl01 O1 O2 -119.8(6) 7_565 . . . ?
O3 Cl01 O1 O2 119.8(6) . . . . ?
O3 Cl01 O3 O1 -121.4(10) 7_565 . . . ?
O3 Cl01 O3 O1 -121.4(10) 7_565 . . 7_565 ?
O3 Cl01 O2 O1 120.9(6) 7_565 . . . ?
O3 Cl01 O2 O1 -120.9(6) . . . . ?
O3 Cl01 O2 O3 118.3(12) . . . 7_565 ?
C2B O5 C3B C3B -123.4(14) . . . 7_565 ?
O2 Cl01 O1 O1 0(100) . . . 7_565 ?
O2 Cl01 O1 O3 -119.8(6) . . . . ?
O2 Cl01 O3 O1 120.3(10) . . . 7_565 ?
O2 Cl01 O3 O1 120.3(10) . . . . ?
O2 Cl01 O3 O3 -118.2(10) . . . 7_565 ?
C4B O0 C5B C0 175.6(18) . . . . ?
C3B O5 C2B C4B -141.6(15) . . . . ?
C5B O0 C4B C2B -173.9(16) . . . . ?
C7B O4 C0 C5B 178.8(17) . . . . ?
O1A Cl01 O1A O3A -123(4) 7_565 . . . ?
O1A Cl01 O1A O2A -9(3) 7_565 . . . ?
O1A Cl01 O1A O2A -27(7) 7_565 . . 7_565 ?
O1A Cl01 O3A O1A 135(5) 7_565 . . . ?
O1A Cl01 O3A O2A 21(4) 7_565 . . . ?
O1A Cl01 O3A O2A -113.8(19) . . . . ?
O1A Cl01 O2A O1A 157(6) 7_565 . . . ?
O1A Cl01 O2A O1A -157(6) . . . 7_565 ?
O1A Cl01 O2A O3A 112.8(18) . . . . ?
O1A Cl01 O2A O3A -90(5) 7_565 . . . ?
O3A Cl01 O1A O2A 113.6(18) . . . . ?
O3A Cl01 O1A O2A 96(5) . . . 7_565 ?
O3A Cl01 O2A O1A -112.8(19) . . . . ?
O3A Cl01 O2A O1A 90(5) . . . 7_565 ?
O2A Cl01 O1A O3A -113.6(18) . . . . ?
O2A Cl01 O1A O3A -96(5) 7_565 . . . ?
O2A Cl01 O1A O2A 17(4) 7_565 . . . ?
O2A Cl01 O1A O2A -17(4) . . . 7_565 ?
O2A Cl01 O3A O1A 21(4) 7_565 . . . ?
O2A Cl01 O3A O1A 113.8(19) . . . . ?
O2A Cl01 O3A O2A -93(5) 7_565 . . . ?
O2A Cl01 O2A O1A -5.9(18) 7_565 . . . ?
O2A Cl01 O2A O1A -163(4) 7_565 . . 7_565 ?
O2A Cl01 O2A O3A 106.9(18) 7_565 . . . ?
O7 C1 C5A O6 -57(3) . . . . ?
O8 C2A C4A O6 -75(2) . . . . ?
C1 O7 C7A C7A -175.6(14) . . . 7_565 ?
C2A O8 C3A C3A -139.5(15) . . . 7_565 ?
C4A O6 C5A C1 -110(2) . . . . ?
C3A O8 C2A C4A 156.8(18) . . . . ?
C5A O6 C4A C2A -155.5(19) . . . . ?
C7A O7 C1 C5A -83(4) . . . . ?

_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 1.631
_oxdiff_exptl_absorpt_empirical_full_min 0.783
####################################################################### 
# 
# 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_210815-11_auto
_database_code_depnum_ccdc_archive 'CCDC 2203862'
loop_
_audit_author_name
_audit_author_address
'wenjuan wei'
;Tsinghua university
China
;
_audit_update_record             
;
2022-08-28 deposited with the CCDC.	2023-02-03 downloaded from the CCDC.
;
_audit_creation_date             2022-07-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl O4, C12 H24 O6, C7 H14 N O'
_chemical_formula_sum            'C19 H38 Cl N O11'
_chemical_formula_weight         491.95
_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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.3155(8)
_cell_length_b                   15.6324(9)
_cell_length_c                   17.8689(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4836.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5169
_cell_measurement_temperature    300.00(10)
_cell_measurement_theta_max      26.7530
_cell_measurement_theta_min      3.9120
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81530
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (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_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.855
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17811
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.619
_diffrn_reflns_theta_min         3.463
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  30.00   1.00    9.28    --  -10.68 -19.00  60.00   62
  2  ω    -51.00  28.00   1.00    9.28    --   11.22 -38.00   0.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0255379000
_diffrn_orient_matrix_UB_12      0.0188146000
_diffrn_orient_matrix_UB_13      -0.0262661000
_diffrn_orient_matrix_UB_21      -0.0145585000
_diffrn_orient_matrix_UB_22      0.0411066000
_diffrn_orient_matrix_UB_23      0.0092837000
_diffrn_orient_matrix_UB_31      0.0285069000
_diffrn_orient_matrix_UB_32      0.0040755000
_diffrn_orient_matrix_UB_33      0.0282766000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3731
_reflns_number_total             5827
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5827
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0579
_refine_ls_restrained_S_all      1.025
_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)+(0.0822P)²+1.9680P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1490
_refine_ls_wR_factor_ref         0.1759
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00B(H00z), C00H(H2), C00I(H3)
2.b Secondary CH2 refined with riding coordinates:
 N009(H00y,H), C00C(H00,Ha), C00D(H1,Hb), C00E(H00a,H00b), C00F(H00c,H00d),
 C00G(H00e,H00f), C00J(H00g,H00h), C00K(H00i,H00j), C00L(H00k,H00l), C00M(H4,
 Hc), C00N(H00m,H00n), C00O(H00o,H00p), C00P(H5,Hd), C00Q(H00q,H00r), C00R(H00s,
 H00t), C00S(H00u,H00v), C00T(H00w,H00x)
2.c Idealised tetrahedral OH refined as rotating group:
 O008(H008)
;
_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
Cl01 Cl 0.99604(3) 0.43912(4) 0.26813(3) 0.05207(19) Uani 1 1 d . . . . .
O002 O 0.63546(9) 0.63448(10) 0.33358(9) 0.0459(4) Uani 1 1 d . . . . .
O003 O 0.89275(9) 0.71326(10) 0.40864(9) 0.0514(4) Uani 1 1 d . . . . .
O004 O 0.57597(9) 0.66885(11) 0.47857(9) 0.0544(4) Uani 1 1 d . . . . .
O005 O 0.68236(9) 0.70452(11) 0.59622(9) 0.0507(4) Uani 1 1 d . . . . .
O006 O 0.78536(9) 0.68433(11) 0.28905(9) 0.0528(4) Uani 1 1 d . . . . .
O007 O 0.82533(10) 0.65167(13) 0.54333(10) 0.0617(5) Uani 1 1 d . . . . .
O008 O 0.75264(12) 1.02312(11) 0.40946(13) 0.0750(6) Uani 1 1 d . . . . .
H008 H 0.778135 1.064205 0.395192 0.112 Uiso 1 1 calc R U . . .
N009 N 0.73891(10) 0.78461(11) 0.45609(10) 0.0433(4) Uani 1 1 d . . . . .
H00Y H 0.778036 0.759707 0.432242 0.052 Uiso 1 1 calc R U . . .
H H 0.712479 0.745130 0.481230 0.052 Uiso 1 1 calc R U . . .
O00A O 1.01106(18) 0.49888(17) 0.32439(16) 0.1089(9) Uani 1 1 d . . . . .
C00B C 0.68800(13) 0.83268(15) 0.40307(13) 0.0450(5) Uani 1 1 d . . . . .
H00Z H 0.655550 0.793375 0.374143 0.054 Uiso 1 1 calc R U . . .
C00C C 0.63958(13) 0.88509(16) 0.45705(15) 0.0527(6) Uani 1 1 d . . . . .
H00 H 0.594023 0.853486 0.472330 0.063 Uiso 1 1 calc R U . . .
HA H 0.623419 0.938358 0.434027 0.063 Uiso 1 1 calc R U . . .
C00D C 0.69185(15) 0.90222(17) 0.52377(14) 0.0552(6) Uani 1 1 d . . . . .
H1 H 0.668559 0.881012 0.569523 0.066 Uiso 1 1 calc R U . . .
HB H 0.701461 0.963038 0.529200 0.066 Uiso 1 1 calc R U . . .
C00E C 0.55592(13) 0.64791(16) 0.34824(14) 0.0520(6) Uani 1 1 d . . . . .
H00A H 0.524931 0.616976 0.312014 0.062 Uiso 1 1 calc R U . . .
H00B H 0.543793 0.708305 0.344055 0.062 Uiso 1 1 calc R U . . .
C00F C 0.53811(13) 0.61733(17) 0.42482(15) 0.0538(6) Uani 1 1 d . . . . .
H00C H 0.482777 0.619393 0.433085 0.065 Uiso 1 1 calc R U . . .
H00D H 0.554815 0.558415 0.430173 0.065 Uiso 1 1 calc R U . . .
C00G C 0.65497(15) 0.65539(19) 0.25844(13) 0.0569(7) Uani 1 1 d . . . . .
H00E H 0.647358 0.716102 0.250011 0.068 Uiso 1 1 calc R U . . .
H00F H 0.621836 0.624205 0.224217 0.068 Uiso 1 1 calc R U . . .
C00H C 0.76663(14) 0.85455(17) 0.50685(14) 0.0512(6) Uani 1 1 d . . . . .
H2 H 0.789633 0.831152 0.552587 0.061 Uiso 1 1 calc R U . . .
C00I C 0.79288(15) 0.94587(15) 0.39236(16) 0.0580(7) Uani 1 1 d . . . . .
H3 H 0.836020 0.959640 0.358957 0.070 Uiso 1 1 calc R U . . .
C00J C 0.60040(14) 0.70000(18) 0.60570(14) 0.0566(6) Uani 1 1 d . . . . .
H00G H 0.578782 0.756762 0.599205 0.068 Uiso 1 1 calc R U . . .
H00H H 0.589202 0.681710 0.656422 0.068 Uiso 1 1 calc R U . . .
C00K C 0.73655(16) 0.63267(18) 0.24459(13) 0.0572(7) Uani 1 1 d . . . . .
H00I H 0.744889 0.572879 0.256626 0.069 Uiso 1 1 calc R U . . .
H00J H 0.748686 0.641036 0.192101 0.069 Uiso 1 1 calc R U . . .
C00L C 0.56197(15) 0.64041(19) 0.55245(15) 0.0595(7) Uani 1 1 d . . . . .
H00K H 0.582204 0.583033 0.558952 0.071 Uiso 1 1 calc R U . . .
H00L H 0.506842 0.639066 0.562043 0.071 Uiso 1 1 calc R U . . .
C00M C 0.73926(17) 0.88473(16) 0.35209(13) 0.0559(6) Uani 1 1 d . . . . .
H4 H 0.706865 0.917319 0.318202 0.067 Uiso 1 1 calc R U . . .
HC H 0.770109 0.845902 0.322106 0.067 Uiso 1 1 calc R U . . .
C00N C 0.91164(14) 0.7142(2) 0.33085(16) 0.0637(7) Uani 1 1 d . . . . .
H00M H 0.965236 0.697453 0.325054 0.076 Uiso 1 1 calc R U . . .
H00N H 0.906635 0.772337 0.312413 0.076 Uiso 1 1 calc R U . . .
C00O C 0.90581(15) 0.6495(2) 0.52821(17) 0.0657(8) Uani 1 1 d . . . . .
H00O H 0.929572 0.602340 0.554917 0.079 Uiso 1 1 calc R U . . .
H00P H 0.929746 0.702289 0.544862 0.079 Uiso 1 1 calc R U . . .
C00P C 0.82500(14) 0.90618(18) 0.46264(17) 0.0623(7) Uani 1 1 d . . . . .
H5 H 0.845124 0.951270 0.494428 0.075 Uiso 1 1 calc R U . . .
HD H 0.867815 0.869214 0.449226 0.075 Uiso 1 1 calc R U . . .
C00Q C 0.91731(15) 0.63877(17) 0.44662(17) 0.0602(7) Uani 1 1 d . . . . .
H00Q H 0.971492 0.628382 0.436240 0.072 Uiso 1 1 calc R U . . .
H00R H 0.888006 0.589831 0.429073 0.072 Uiso 1 1 calc R U . . .
C00R C 0.86311(15) 0.6573(2) 0.28415(15) 0.0651(7) Uani 1 1 d . . . . .
H00S H 0.880281 0.659609 0.232518 0.078 Uiso 1 1 calc R U . . .
H00T H 0.867695 0.598774 0.301526 0.078 Uiso 1 1 calc R U . . .
C00S C 0.72205(17) 0.6336(2) 0.62594(16) 0.0675(8) Uani 1 1 d . . . . .
H00U H 0.707789 0.582268 0.598700 0.081 Uiso 1 1 calc R U . . .
H00V H 0.707860 0.625724 0.678003 0.081 Uiso 1 1 calc R U . . .
C00T C 0.80611(17) 0.6475(2) 0.62002(15) 0.0679(8) Uani 1 1 d . . . . .
H00W H 0.820328 0.700441 0.644781 0.081 Uiso 1 1 calc R U . . .
H00X H 0.833726 0.600874 0.643803 0.081 Uiso 1 1 calc R U . . .
O00U O 0.9787(2) 0.35874(17) 0.29651(18) 0.1334(12) Uani 1 1 d . . . . .
O00V O 0.9364(2) 0.4705(2) 0.2242(2) 0.1581(16) Uani 1 1 d . . . . .
O00W O 1.0578(2) 0.4322(2) 0.2219(2) 0.1662(18) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 O00A 1.397(2) . ?
Cl01 O00U 1.388(2) . ?
Cl01 O00V 1.388(3) . ?
Cl01 O00W 1.355(3) . ?
O002 C00E 1.418(3) . ?
O002 C00G 1.423(3) . ?
O003 C00N 1.428(3) . ?
O003 C00Q 1.413(3) . ?
O004 C00F 1.415(3) . ?
O004 C00L 1.414(3) . ?
O005 C00J 1.431(3) . ?
O005 C00S 1.409(3) . ?
O006 C00K 1.413(3) . ?
O006 C00R 1.413(3) . ?
O007 C00O 1.420(3) . ?
O007 C00T 1.412(3) . ?
O008 H008 0.8200 . ?
O008 C00I 1.427(3) . ?
N009 H00Y 0.8900 . ?
N009 H 0.8900 . ?
N009 C00B 1.496(3) . ?
N009 C00H 1.500(3) . ?
C00B H00Z 0.9800 . ?
C00B C00C 1.518(3) . ?
C00B C00M 1.510(3) . ?
C00C H00 0.9700 . ?
C00C HA 0.9700 . ?
C00C C00D 1.521(4) . ?
C00D H1 0.9700 . ?
C00D HB 0.9700 . ?
C00D C00H 1.524(4) . ?
C00E H00A 0.9700 . ?
C00E H00B 0.9700 . ?
C00E C00F 1.482(4) . ?
C00F H00C 0.9700 . ?
C00F H00D 0.9700 . ?
C00G H00E 0.9700 . ?
C00G H00F 0.9700 . ?
C00G C00K 1.477(4) . ?
C00H H2 0.9800 . ?
C00H C00P 1.516(4) . ?
C00I H3 0.9800 . ?
C00I C00M 1.514(4) . ?
C00I C00P 1.507(4) . ?
C00J H00G 0.9700 . ?
C00J H00H 0.9700 . ?
C00J C00L 1.489(4) . ?
C00K H00I 0.9700 . ?
C00K H00J 0.9700 . ?
C00L H00K 0.9700 . ?
C00L H00L 0.9700 . ?
C00M H4 0.9700 . ?
C00M HC 0.9700 . ?
C00N H00M 0.9700 . ?
C00N H00N 0.9700 . ?
C00N C00R 1.481(4) . ?
C00O H00O 0.9700 . ?
C00O H00P 0.9700 . ?
C00O C00Q 1.481(4) . ?
C00P H5 0.9700 . ?
C00P HD 0.9700 . ?
C00Q H00Q 0.9700 . ?
C00Q H00R 0.9700 . ?
C00R H00S 0.9700 . ?
C00R H00T 0.9700 . ?
C00S H00U 0.9700 . ?
C00S H00V 0.9700 . ?
C00S C00T 1.476(4) . ?
C00T H00W 0.9700 . ?
C00T H00X 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
O00U Cl01 O00A 112.51(19) . . ?
O00V Cl01 O00A 108.03(19) . . ?
O00V Cl01 O00U 111.5(2) . . ?
O00W Cl01 O00A 110.2(2) . . ?
O00W Cl01 O00U 108.7(2) . . ?
O00W Cl01 O00V 105.7(3) . . ?
C00E O002 C00G 111.79(18) . . ?
C00Q O003 C00N 114.0(2) . . ?
C00L O004 C00F 112.05(19) . . ?
C00S O005 C00J 113.6(2) . . ?
C00K O006 C00R 111.4(2) . . ?
C00T O007 C00O 114.5(2) . . ?
C00I O008 H008 109.5 . . ?
H00Y N009 H 109.3 . . ?
C00B N009 H00Y 111.4 . . ?
C00B N009 H 111.4 . . ?
C00B N009 C00H 101.85(16) . . ?
C00H N009 H00Y 111.4 . . ?
C00H N009 H 111.4 . . ?
N009 C00B H00Z 110.9 . . ?
N009 C00B C00C 101.19(18) . . ?
N009 C00B C00M 107.84(19) . . ?
C00C C00B H00Z 110.9 . . ?
C00M C00B H00Z 110.9 . . ?
C00M C00B C00C 114.7(2) . . ?
C00B C00C H00 110.7 . . ?
C00B C00C HA 110.7 . . ?
C00B C00C C00D 105.34(19) . . ?
H00 C00C HA 108.8 . . ?
C00D C00C H00 110.7 . . ?
C00D C00C HA 110.7 . . ?
C00C C00D H1 110.7 . . ?
C00C C00D HB 110.7 . . ?
C00C C00D C00H 105.31(19) . . ?
H1 C00D HB 108.8 . . ?
C00H C00D H1 110.7 . . ?
C00H C00D HB 110.7 . . ?
O002 C00E H00A 109.9 . . ?
O002 C00E H00B 109.9 . . ?
O002 C00E C00F 108.96(18) . . ?
H00A C00E H00B 108.3 . . ?
C00F C00E H00A 109.9 . . ?
C00F C00E H00B 109.9 . . ?
O004 C00F C00E 110.3(2) . . ?
O004 C00F H00C 109.6 . . ?
O004 C00F H00D 109.6 . . ?
C00E C00F H00C 109.6 . . ?
C00E C00F H00D 109.6 . . ?
H00C C00F H00D 108.1 . . ?
O002 C00G H00E 109.8 . . ?
O002 C00G H00F 109.8 . . ?
O002 C00G C00K 109.27(19) . . ?
H00E C00G H00F 108.3 . . ?
C00K C00G H00E 109.8 . . ?
C00K C00G H00F 109.8 . . ?
N009 C00H C00D 101.80(19) . . ?
N009 C00H H2 111.2 . . ?
N009 C00H C00P 106.6(2) . . ?
C00D C00H H2 111.2 . . ?
C00P C00H C00D 114.2(2) . . ?
C00P C00H H2 111.2 . . ?
O008 C00I H3 108.5 . . ?
O008 C00I C00M 109.7(2) . . ?
O008 C00I C00P 110.5(2) . . ?
C00M C00I H3 108.5 . . ?
C00P C00I H3 108.5 . . ?
C00P C00I C00M 111.2(2) . . ?
O005 C00J H00G 108.9 . . ?
O005 C00J H00H 108.9 . . ?
O005 C00J C00L 113.5(2) . . ?
H00G C00J H00H 107.7 . . ?
C00L C00J H00G 108.9 . . ?
C00L C00J H00H 108.9 . . ?
O006 C00K C00G 109.9(2) . . ?
O006 C00K H00I 109.7 . . ?
O006 C00K H00J 109.7 . . ?
C00G C00K H00I 109.7 . . ?
C00G C00K H00J 109.7 . . ?
H00I C00K H00J 108.2 . . ?
O004 C00L C00J 108.9(2) . . ?
O004 C00L H00K 109.9 . . ?
O004 C00L H00L 109.9 . . ?
C00J C00L H00K 109.9 . . ?
C00J C00L H00L 109.9 . . ?
H00K C00L H00L 108.3 . . ?
C00B C00M C00I 114.5(2) . . ?
C00B C00M H4 108.6 . . ?
C00B C00M HC 108.6 . . ?
C00I C00M H4 108.6 . . ?
C00I C00M HC 108.6 . . ?
H4 C00M HC 107.6 . . ?
O003 C00N H00M 108.7 . . ?
O003 C00N H00N 108.7 . . ?
O003 C00N C00R 114.3(2) . . ?
H00M C00N H00N 107.6 . . ?
C00R C00N H00M 108.7 . . ?
C00R C00N H00N 108.7 . . ?
O007 C00O H00O 109.9 . . ?
O007 C00O H00P 109.9 . . ?
O007 C00O C00Q 108.8(2) . . ?
H00O C00O H00P 108.3 . . ?
C00Q C00O H00O 109.9 . . ?
C00Q C00O H00P 109.9 . . ?
C00H C00P H5 108.7 . . ?
C00H C00P HD 108.7 . . ?
C00I C00P C00H 114.0(2) . . ?
C00I C00P H5 108.7 . . ?
C00I C00P HD 108.7 . . ?
H5 C00P HD 107.6 . . ?
O003 C00Q C00O 109.8(2) . . ?
O003 C00Q H00Q 109.7 . . ?
O003 C00Q H00R 109.7 . . ?
C00O C00Q H00Q 109.7 . . ?
C00O C00Q H00R 109.7 . . ?
H00Q C00Q H00R 108.2 . . ?
O006 C00R C00N 109.0(2) . . ?
O006 C00R H00S 109.9 . . ?
O006 C00R H00T 109.9 . . ?
C00N C00R H00S 109.9 . . ?
C00N C00R H00T 109.9 . . ?
H00S C00R H00T 108.3 . . ?
O005 C00S H00U 109.7 . . ?
O005 C00S H00V 109.7 . . ?
O005 C00S C00T 109.7(2) . . ?
H00U C00S H00V 108.2 . . ?
C00T C00S H00U 109.7 . . ?
C00T C00S H00V 109.7 . . ?
O007 C00T C00S 108.0(2) . . ?
O007 C00T H00W 110.1 . . ?
O007 C00T H00X 110.1 . . ?
C00S C00T H00W 110.1 . . ?
C00S C00T H00X 110.1 . . ?
H00W C00T H00X 108.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 C00E C00F O004 66.5(3) . . . . ?
O002 C00G C00K O006 -65.4(3) . . . . ?
O003 C00N C00R O006 61.6(3) . . . . ?
O005 C00J C00L O004 -60.7(3) . . . . ?
O005 C00S C00T O007 -64.1(3) . . . . ?
O007 C00O C00Q O003 68.1(3) . . . . ?
O008 C00I C00M C00B -83.3(3) . . . . ?
O008 C00I C00P C00H 81.3(3) . . . . ?
N009 C00B C00C C00D 31.1(2) . . . . ?
N009 C00B C00M C00I -57.0(3) . . . . ?
N009 C00H C00P C00I 59.9(3) . . . . ?
C00B N009 C00H C00D 46.3(2) . . . . ?
C00B N009 C00H C00P -73.7(2) . . . . ?
C00B C00C C00D C00H -3.0(3) . . . . ?
C00C C00B C00M C00I 54.8(3) . . . . ?
C00C C00D C00H N009 -26.2(2) . . . . ?
C00C C00D C00H C00P 88.3(3) . . . . ?
C00D C00H C00P C00I -51.7(3) . . . . ?
C00E O002 C00G C00K -174.8(2) . . . . ?
C00F O004 C00L C00J -177.3(2) . . . . ?
C00G O002 C00E C00F 174.7(2) . . . . ?
C00H N009 C00B C00C -48.1(2) . . . . ?
C00H N009 C00B C00M 72.6(2) . . . . ?
C00J O005 C00S C00T -174.7(2) . . . . ?
C00K O006 C00R C00N 179.2(2) . . . . ?
C00L O004 C00F C00E -178.5(2) . . . . ?
C00M C00B C00C C00D -84.6(2) . . . . ?
C00M C00I C00P C00H -40.7(3) . . . . ?
C00N O003 C00Q C00O 171.5(2) . . . . ?
C00O O007 C00T C00S -169.2(2) . . . . ?
C00P C00I C00M C00B 39.2(3) . . . . ?
C00Q O003 C00N C00R 74.6(3) . . . . ?
C00R O006 C00K C00G 172.8(2) . . . . ?
C00S O005 C00J C00L -76.7(3) . . . . ?
C00T O007 C00O C00Q 170.1(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 1.128
_oxdiff_exptl_absorpt_empirical_full_min 0.818
####################################################################### 
# 
# 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_wwj-210815-11-200k_auto
_database_code_depnum_ccdc_archive 'CCDC 2203860'
loop_
_audit_author_name
_audit_author_address
'wenjuan wei'
;Tsinghua university
China
;
_audit_update_record             
;
2022-08-28 deposited with the CCDC.	2023-02-03 downloaded from the CCDC.
;
_audit_creation_date             2022-07-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl O4, C12 H24 O6, C7 H14 N O'
_chemical_formula_sum            'C19 H38 Cl N O11'
_chemical_formula_weight         491.95
_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'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.1801(4)
_cell_length_b                   15.4816(5)
_cell_length_c                   17.8001(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4734.4(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    20893
_cell_measurement_temperature    200.04(10)
_cell_measurement_theta_max      29.0520
_cell_measurement_theta_min      2.1130
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.812
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33597
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.812
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.408
_diffrn_reflns_theta_min         2.108
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.04(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.812
_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  64.00   0.50    0.72    --  -11.30  57.00 -75.00  196
  2  ω    -11.00  33.00   0.50    0.72    --  -11.30 -99.00 -30.00   88
  3  ω    -10.00  30.00   0.50    0.72    --  -11.30 -99.00   0.00   80
  4  ω     -8.00  18.00   0.50    0.72    --  -11.30 -99.00  30.00   52
  5  ω    -11.00  22.00   0.50    0.72    --  -11.30 -99.00  90.00   66
  6  ω    -58.50   8.00   0.50    0.72    --  -11.30 -57.00 142.00  133
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0233388000
_diffrn_orient_matrix_UB_12      0.0374644000
_diffrn_orient_matrix_UB_13      -0.0044970000
_diffrn_orient_matrix_UB_21      -0.0155651000
_diffrn_orient_matrix_UB_22      -0.0173467000
_diffrn_orient_matrix_UB_23      -0.0336796000
_diffrn_orient_matrix_UB_31      -0.0303044000
_diffrn_orient_matrix_UB_32      -0.0199395000
_diffrn_orient_matrix_UB_33      0.0207444000
_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                4333
_reflns_number_total             5318
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.049
_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)+(0.0440P)²+1.8318P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0986
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00z), C00H(H1), C00L(H4)
2.b Secondary CH2 refined with riding coordinates:
 N009(H00y,H), C00F(H00,Ha), C00G(H00a,H00b), C00I(H2,Hb), C00J(H3,Hc),
 C00K(H00c,H00d), C00M(H00e,H00f), C00N(H00g,H00h), C00O(H00i,H00j), C00P(H00k,
 H00l), C00Q(H00m,H00n), C00R(H00o,H00p), C00S(H00q,H00r), C00T(H00s,H00t),
 C00U(H5,Hd), C00V(H00u,H00v), C00W(H00w,H00x)
2.c Idealised tetrahedral OH refined as rotating group:
 O008(H008)
;
_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
Cl01 Cl 0.49445(2) -0.06080(2) 0.26930(2) 0.03059(10) Uani 1 1 d . . . . .
O002 O 0.39207(6) 0.21668(6) 0.40877(6) 0.0287(2) Uani 1 1 d . . . . .
O003 O 0.13262(5) 0.13115(6) 0.33495(5) 0.0268(2) Uani 1 1 d . . . . .
O004 O 0.28264(5) 0.18406(7) 0.28920(6) 0.0294(2) Uani 1 1 d . . . . .
O005 O 0.18249(5) 0.20654(7) 0.59850(6) 0.0286(2) Uani 1 1 d . . . . .
O006 O 0.07469(6) 0.16595(7) 0.48154(6) 0.0322(2) Uani 1 1 d . . . . .
O007 O 0.32632(6) 0.15293(8) 0.54460(6) 0.0322(2) Uani 1 1 d . . . . .
O008 O 0.24661(7) 0.52565(7) 0.40699(7) 0.0402(3) Uani 1 1 d . . . . .
H008 H 0.274215 0.568703 0.396264 0.060 Uiso 1 1 calc R U . . .
N009 N 0.23817(7) 0.28486(8) 0.45902(6) 0.0250(3) Uani 1 1 d . . . . .
H00Y H 0.212148 0.243998 0.485847 0.030 Uiso 1 1 calc R U . . .
H H 0.278859 0.259687 0.434685 0.030 Uiso 1 1 calc R U . . .
O00A O 0.50723(9) -0.00037(9) 0.32824(8) 0.0599(4) Uani 1 1 d . . . . .
O00B O 0.47695(10) -0.14387(9) 0.29864(9) 0.0653(4) Uani 1 1 d . . . . .
C00C C 0.18494(8) 0.33063(9) 0.40498(8) 0.0257(3) Uani 1 1 d . . . . .
H00Z H 0.152445 0.288346 0.376339 0.031 Uiso 1 1 calc R U . . .
O00D O 0.43163(9) -0.03076(10) 0.22408(10) 0.0723(5) Uani 1 1 d . . . . .
O00E O 0.56152(10) -0.06657(11) 0.22431(10) 0.0797(5) Uani 1 1 d . . . . .
C00F C 0.13485(8) 0.38382(10) 0.45851(9) 0.0296(3) Uani 1 1 d . . . . .
H00 H 0.089082 0.350176 0.475403 0.036 Uiso 1 1 calc R U . . .
HA H 0.116501 0.437353 0.433775 0.036 Uiso 1 1 calc R U . . .
C00G C 0.05204(8) 0.14367(10) 0.35102(8) 0.0292(3) Uani 1 1 d . . . . .
H00A H 0.019899 0.111200 0.314505 0.035 Uiso 1 1 calc R U . . .
H00B H 0.038741 0.205702 0.346817 0.035 Uiso 1 1 calc R U . . .
C00H C 0.28899(9) 0.44823(9) 0.39134(9) 0.0317(3) Uani 1 1 d . . . . .
H1 H 0.332767 0.462566 0.356483 0.038 Uiso 1 1 calc R U . . .
C00I C 0.18857(9) 0.40522(10) 0.52538(8) 0.0303(3) Uani 1 1 d . . . . .
H2 H 0.197400 0.468276 0.529032 0.036 Uiso 1 1 calc R U . . .
HB H 0.165573 0.384593 0.573112 0.036 Uiso 1 1 calc R U . . .
C00J C 0.23524(9) 0.38351(10) 0.35234(8) 0.0305(3) Uani 1 1 d . . . . .
H3 H 0.200900 0.415392 0.317329 0.037 Uiso 1 1 calc R U . . .
HC H 0.267480 0.343574 0.322026 0.037 Uiso 1 1 calc R U . . .
C00K C 0.23383(9) 0.13134(10) 0.24430(8) 0.0316(3) Uani 1 1 d . . . . .
H00C H 0.243206 0.069720 0.256102 0.038 Uiso 1 1 calc R U . . .
H00D H 0.245699 0.140734 0.190491 0.038 Uiso 1 1 calc R U . . .
C00L C 0.26504(8) 0.35769(10) 0.50855(8) 0.0281(3) Uani 1 1 d . . . . .
H4 H 0.289305 0.335230 0.555724 0.034 Uiso 1 1 calc R U . . .
C00M C 0.15046(9) 0.15367(11) 0.25963(8) 0.0319(3) Uani 1 1 d . . . . .
H00E H 0.141998 0.216287 0.251863 0.038 Uiso 1 1 calc R U . . .
H00F H 0.116067 0.121684 0.224743 0.038 Uiso 1 1 calc R U . . .
C00N C 0.03577(8) 0.11251(10) 0.42880(9) 0.0311(3) Uani 1 1 d . . . . .
H00G H -0.020973 0.113861 0.438402 0.037 Uiso 1 1 calc R U . . .
H00H H 0.053880 0.052124 0.434272 0.037 Uiso 1 1 calc R U . . .
C00O C 0.41070(8) 0.21737(11) 0.33044(9) 0.0332(3) Uani 1 1 d . . . . .
H00I H 0.466063 0.201104 0.324242 0.040 Uiso 1 1 calc R U . . .
H00J H 0.404394 0.276909 0.311080 0.040 Uiso 1 1 calc R U . . .
C00P C 0.06121(9) 0.13858(11) 0.55647(9) 0.0328(3) Uani 1 1 d . . . . .
H00K H 0.082756 0.079933 0.564122 0.039 Uiso 1 1 calc R U . . .
H00L H 0.004593 0.136721 0.566707 0.039 Uiso 1 1 calc R U . . .
C00Q C 0.09999(8) 0.20119(10) 0.60846(8) 0.0314(3) Uani 1 1 d . . . . .
H00M H 0.077137 0.259181 0.600541 0.038 Uiso 1 1 calc R U . . .
H00N H 0.088933 0.183876 0.660930 0.038 Uiso 1 1 calc R U . . .
C00R C 0.40755(8) 0.15151(11) 0.52888(9) 0.0343(4) Uani 1 1 d . . . . .
H00O H 0.432697 0.103268 0.556152 0.041 Uiso 1 1 calc R U . . .
H00P H 0.431922 0.206257 0.545386 0.041 Uiso 1 1 calc R U . . .
C00S C 0.41783(8) 0.14020(10) 0.44639(9) 0.0312(3) Uani 1 1 d . . . . .
H00Q H 0.473350 0.129449 0.434792 0.037 Uiso 1 1 calc R U . . .
H00R H 0.387232 0.089891 0.428892 0.037 Uiso 1 1 calc R U . . .
C00T C 0.30900(9) 0.15042(12) 0.62213(9) 0.0371(4) Uani 1 1 d . . . . .
H00S H 0.323616 0.205773 0.646148 0.045 Uiso 1 1 calc R U . . .
H00T H 0.338482 0.103320 0.646736 0.045 Uiso 1 1 calc R U . . .
C00U C 0.32299(8) 0.41053(11) 0.46323(9) 0.0335(3) Uani 1 1 d . . . . .
H5 H 0.367875 0.373374 0.450092 0.040 Uiso 1 1 calc R U . . .
HD H 0.342611 0.458343 0.494938 0.040 Uiso 1 1 calc R U . . .
C00V C 0.36164(8) 0.15758(11) 0.28408(9) 0.0337(3) Uani 1 1 d . . . . .
H00U H 0.378932 0.159189 0.231040 0.040 Uiso 1 1 calc R U . . .
H00V H 0.367160 0.097633 0.302701 0.040 Uiso 1 1 calc R U . . .
C00W C 0.22320(9) 0.13515(12) 0.63013(9) 0.0379(4) Uani 1 1 d . . . . .
H00W H 0.208383 0.081265 0.603825 0.045 Uiso 1 1 calc R U . . .
H00X H 0.209507 0.128950 0.683887 0.045 Uiso 1 1 calc R U . . .


_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
Cl01 O00A 1.4228(13) . ?
Cl01 O00B 1.4202(13) . ?
Cl01 O00D 1.4243(14) . ?
Cl01 O00E 1.4061(13) . ?
O002 C00O 1.4305(18) . ?
O002 C00S 1.4304(18) . ?
O003 C00G 1.4269(17) . ?
O003 C00M 1.4188(17) . ?
O004 C00K 1.4170(17) . ?
O004 C00V 1.4208(17) . ?
O005 C00Q 1.4308(17) . ?
O005 C00W 1.4240(18) . ?
O006 C00N 1.4188(17) . ?
O006 C00P 1.4185(18) . ?
O007 C00R 1.4234(17) . ?
O007 C00T 1.4123(19) . ?
O008 H008 0.8400 . ?
O008 C00H 1.4298(17) . ?
N009 H00Y 0.9100 . ?
N009 H 0.9100 . ?
N009 C00C 1.5046(17) . ?
N009 C00L 1.5039(18) . ?
C00C H00Z 1.0000 . ?
C00C C00F 1.525(2) . ?
C00C C00J 1.515(2) . ?
C00F H00 0.9900 . ?
C00F HA 0.9900 . ?
C00F C00I 1.542(2) . ?
C00G H00A 0.9900 . ?
C00G H00B 0.9900 . ?
C00G C00N 1.493(2) . ?
C00H H1 1.0000 . ?
C00H C00J 1.529(2) . ?
C00H C00U 1.523(2) . ?
C00I H2 0.9900 . ?
C00I HB 0.9900 . ?
C00I C00L 1.535(2) . ?
C00J H3 0.9900 . ?
C00J HC 0.9900 . ?
C00K H00C 0.9900 . ?
C00K H00D 0.9900 . ?
C00K C00M 1.498(2) . ?
C00L H4 1.0000 . ?
C00L C00U 1.520(2) . ?
C00M H00E 0.9900 . ?
C00M H00F 0.9900 . ?
C00N H00G 0.9900 . ?
C00N H00H 0.9900 . ?
C00O H00I 0.9900 . ?
C00O H00J 0.9900 . ?
C00O C00V 1.500(2) . ?
C00P H00K 0.9900 . ?
C00P H00L 0.9900 . ?
C00P C00Q 1.497(2) . ?
C00Q H00M 0.9900 . ?
C00Q H00N 0.9900 . ?
C00R H00O 0.9900 . ?
C00R H00P 0.9900 . ?
C00R C00S 1.489(2) . ?
C00S H00Q 0.9900 . ?
C00S H00R 0.9900 . ?
C00T H00S 0.9900 . ?
C00T H00T 0.9900 . ?
C00T C00W 1.500(2) . ?
C00U H5 0.9900 . ?
C00U HD 0.9900 . ?
C00V H00U 0.9900 . ?
C00V H00V 0.9900 . ?
C00W H00W 0.9900 . ?
C00W H00X 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O00A Cl01 O00D 108.59(9) . . ?
O00B Cl01 O00A 110.92(9) . . ?
O00B Cl01 O00D 110.07(11) . . ?
O00E Cl01 O00A 109.58(10) . . ?
O00E Cl01 O00B 108.99(10) . . ?
O00E Cl01 O00D 108.65(11) . . ?
C00O O002 C00S 113.16(11) . . ?
C00M O003 C00G 111.45(11) . . ?
C00K O004 C00V 111.27(11) . . ?
C00W O005 C00Q 113.12(11) . . ?
C00P O006 C00N 111.77(11) . . ?
C00T O007 C00R 113.47(11) . . ?
C00H O008 H008 109.5 . . ?
H00Y N009 H 109.2 . . ?
C00C N009 H00Y 111.4 . . ?
C00C N009 H 111.4 . . ?
C00L N009 H00Y 111.4 . . ?
C00L N009 H 111.4 . . ?
C00L N009 C00C 102.02(10) . . ?
N009 C00C H00Z 110.9 . . ?
N009 C00C C00F 101.41(11) . . ?
N009 C00C C00J 107.65(11) . . ?
C00F C00C H00Z 110.9 . . ?
C00J C00C H00Z 110.9 . . ?
C00J C00C C00F 114.61(12) . . ?
C00C C00F H00 110.7 . . ?
C00C C00F HA 110.7 . . ?
C00C C00F C00I 105.11(11) . . ?
H00 C00F HA 108.8 . . ?
C00I C00F H00 110.7 . . ?
C00I C00F HA 110.7 . . ?
O003 C00G H00A 109.9 . . ?
O003 C00G H00B 109.9 . . ?
O003 C00G C00N 108.89(11) . . ?
H00A C00G H00B 108.3 . . ?
C00N C00G H00A 109.9 . . ?
C00N C00G H00B 109.9 . . ?
O008 C00H H1 108.5 . . ?
O008 C00H C00J 109.29(13) . . ?
O008 C00H C00U 110.67(13) . . ?
C00J C00H H1 108.5 . . ?
C00U C00H H1 108.5 . . ?
C00U C00H C00J 111.22(12) . . ?
C00F C00I H2 110.8 . . ?
C00F C00I HB 110.8 . . ?
H2 C00I HB 108.8 . . ?
C00L C00I C00F 104.98(11) . . ?
C00L C00I H2 110.8 . . ?
C00L C00I HB 110.8 . . ?
C00C C00J C00H 114.69(12) . . ?
C00C C00J H3 108.6 . . ?
C00C C00J HC 108.6 . . ?
C00H C00J H3 108.6 . . ?
C00H C00J HC 108.6 . . ?
H3 C00J HC 107.6 . . ?
O004 C00K H00C 109.8 . . ?
O004 C00K H00D 109.8 . . ?
O004 C00K C00M 109.27(12) . . ?
H00C C00K H00D 108.3 . . ?
C00M C00K H00C 109.8 . . ?
C00M C00K H00D 109.8 . . ?
N009 C00L C00I 102.19(11) . . ?
N009 C00L H4 111.1 . . ?
N009 C00L C00U 107.06(11) . . ?
C00I C00L H4 111.1 . . ?
C00U C00L C00I 113.96(13) . . ?
C00U C00L H4 111.1 . . ?
O003 C00M C00K 108.78(12) . . ?
O003 C00M H00E 109.9 . . ?
O003 C00M H00F 109.9 . . ?
C00K C00M H00E 109.9 . . ?
C00K C00M H00F 109.9 . . ?
H00E C00M H00F 108.3 . . ?
O006 C00N C00G 109.69(12) . . ?
O006 C00N H00G 109.7 . . ?
O006 C00N H00H 109.7 . . ?
C00G C00N H00G 109.7 . . ?
C00G C00N H00H 109.7 . . ?
H00G C00N H00H 108.2 . . ?
O002 C00O H00I 108.8 . . ?
O002 C00O H00J 108.8 . . ?
O002 C00O C00V 113.95(12) . . ?
H00I C00O H00J 107.7 . . ?
C00V C00O H00I 108.8 . . ?
C00V C00O H00J 108.8 . . ?
O006 C00P H00K 110.0 . . ?
O006 C00P H00L 110.0 . . ?
O006 C00P C00Q 108.38(12) . . ?
H00K C00P H00L 108.4 . . ?
C00Q C00P H00K 110.0 . . ?
C00Q C00P H00L 110.0 . . ?
O005 C00Q C00P 113.69(12) . . ?
O005 C00Q H00M 108.8 . . ?
O005 C00Q H00N 108.8 . . ?
C00P C00Q H00M 108.8 . . ?
C00P C00Q H00N 108.8 . . ?
H00M C00Q H00N 107.7 . . ?
O007 C00R H00O 110.1 . . ?
O007 C00R H00P 110.1 . . ?
O007 C00R C00S 108.18(12) . . ?
H00O C00R H00P 108.4 . . ?
C00S C00R H00O 110.1 . . ?
C00S C00R H00P 110.1 . . ?
O002 C00S C00R 109.13(12) . . ?
O002 C00S H00Q 109.9 . . ?
O002 C00S H00R 109.9 . . ?
C00R C00S H00Q 109.9 . . ?
C00R C00S H00R 109.9 . . ?
H00Q C00S H00R 108.3 . . ?
O007 C00T H00S 110.2 . . ?
O007 C00T H00T 110.2 . . ?
O007 C00T C00W 107.71(12) . . ?
H00S C00T H00T 108.5 . . ?
C00W C00T H00S 110.2 . . ?
C00W C00T H00T 110.2 . . ?
C00H C00U H5 108.8 . . ?
C00H C00U HD 108.8 . . ?
C00L C00U C00H 113.63(12) . . ?
C00L C00U H5 108.8 . . ?
C00L C00U HD 108.8 . . ?
H5 C00U HD 107.7 . . ?
O004 C00V C00O 108.88(12) . . ?
O004 C00V H00U 109.9 . . ?
O004 C00V H00V 109.9 . . ?
C00O C00V H00U 109.9 . . ?
C00O C00V H00V 109.9 . . ?
H00U C00V H00V 108.3 . . ?
O005 C00W C00T 108.84(13) . . ?
O005 C00W H00W 109.9 . . ?
O005 C00W H00X 109.9 . . ?
C00T C00W H00W 109.9 . . ?
C00T C00W H00X 109.9 . . ?
H00W C00W H00X 108.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 C00O C00V O004 62.04(17) . . . . ?
O003 C00G C00N O006 66.55(15) . . . . ?
O004 C00K C00M O003 -65.56(16) . . . . ?
O006 C00P C00Q O005 -60.92(17) . . . . ?
O007 C00R C00S O002 68.69(16) . . . . ?
O007 C00T C00W O005 -63.49(18) . . . . ?
O008 C00H C00J C00C -83.58(15) . . . . ?
O008 C00H C00U C00L 81.46(15) . . . . ?
N009 C00C C00F C00I 31.43(14) . . . . ?
N009 C00C C00J C00H -56.71(15) . . . . ?
N009 C00L C00U C00H 59.81(15) . . . . ?
C00C N009 C00L C00I 45.92(13) . . . . ?
C00C N009 C00L C00U -74.14(13) . . . . ?
C00C C00F C00I C00L -3.66(15) . . . . ?
C00F C00C C00J C00H 55.26(17) . . . . ?
C00F C00I C00L N009 -25.56(14) . . . . ?
C00F C00I C00L C00U 89.55(15) . . . . ?
C00G O003 C00M C00K -174.76(12) . . . . ?
C00I C00L C00U C00H -52.41(17) . . . . ?
C00J C00C C00F C00I -84.20(14) . . . . ?
C00J C00H C00U C00L -40.22(17) . . . . ?
C00K O004 C00V C00O 178.06(12) . . . . ?
C00L N009 C00C C00F -48.20(12) . . . . ?
C00L N009 C00C C00J 72.47(13) . . . . ?
C00M O003 C00G C00N 175.62(12) . . . . ?
C00N O006 C00P C00Q -176.55(12) . . . . ?
C00O O002 C00S C00R 170.90(11) . . . . ?
C00P O006 C00N C00G -179.76(12) . . . . ?
C00Q O005 C00W C00T -175.54(13) . . . . ?
C00R O007 C00T C00W -169.33(14) . . . . ?
C00S O002 C00O C00V 73.47(15) . . . . ?
C00T O007 C00R C00S 171.09(13) . . . . ?
C00U C00H C00J C00C 38.90(17) . . . . ?
C00V O004 C00K C00M 172.26(13) . . . . ?
C00W O005 C00Q C00P -76.46(16) . . . . ?

_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 1.165
_oxdiff_exptl_absorpt_empirical_full_min 0.839
####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 2203859'
loop_
_audit_author_name
_audit_author_address
'wenjuan wei'
;Tsinghua university
China
;
_audit_update_record             
;
2022-08-28 deposited with the CCDC.	2023-02-03 downloaded from the CCDC.
;
_audit_creation_date             2021-03-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H14 N O, C12 H24 O6, B F4'
_chemical_formula_sum            'C19 H38 B F4 N O7'
_chemical_formula_weight         479.31
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.3460(16)
_cell_length_b                   15.8138(15)
_cell_length_c                   17.761(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4872.0(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4322
_cell_measurement_temperature    350.0
_cell_measurement_theta_max      16.556
_cell_measurement_theta_min      2.820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3608
_diffrn_reflns_av_unetI/netI     0.2792
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            66604
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         2.820
_diffrn_ambient_temperature      350.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                944
_reflns_number_total             4290
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.842
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4290
_refine_ls_number_restraints     685
_refine_ls_R_factor_all          0.3809
_refine_ls_R_factor_gt           0.1034
_refine_ls_restrained_S_all      0.878
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1410P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2335
_refine_ls_wR_factor_ref         0.3176
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 F1-B1 = F2-B1 = F3-B1 = F4-B1
 1.33 with sigma of 0.01
 F4-F3 = F4A-F2A = F4A-F1A = F3A-F1A
 2.2 with sigma of 0.02
 F3A-F2A
 2.2 with sigma of 0.02
 O5-C12 = C11-C12 = O6-C11 = O6-C10 = C10-C9 = O7-C9 = O7-C8 = C7-C8 = O3-C7 =
 O3-C6 = C6-C5 = O4-C5 = O4-C4 = C3-C4 = O2-C3 = O2-C2 = C2-C1 = O5-C1
 1.48 with sigma of 0.01
 O1B-C18 \\sim O1A-C18
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(B1) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim
Ueq, Uanis(F4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4) \\sim
Ueq, Uanis(B1) \\sim Ueq, Uanis(F4A) \\sim Ueq, Uanis(F1A) \\sim Ueq, Uanis(B2)
\\sim Ueq, Uanis(F2A) \\sim Ueq, Uanis(F3A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(O1B) \\sim Ueq, Uanis(O1A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F1, F2, F3, F4, B1, O1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O1B, F4A, F1A, B2, F2A, F3A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(F4A)=Sof(F1A)=Sof(B2)=Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(B1)=FVAR(1)
 Sof(O1B)=Sof(H1BA)=Sof(H18A)=1-FVAR(2)
 Sof(H18)=Sof(O1A)=Sof(H1AA)=FVAR(2)
6.a Riding coordinates:
 N1(H1C,H1D)
6.b Ternary CH refined with riding coordinates:
 C18(H18A), C18(H18), C16(H16), C13(H13)
6.c Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C14(H14A,H14B), C19(H19A,H19B), C17(H17A,H17B), C6(H6A,H6B),
 C3(H3A,H3B), C8(H8A,H8B), C9(H9A,H9B), C12(H12A,H12B), C10(H10A,H10B), C5(H5A,
 H5B), C11(H11A,H11B), C4(H4A,H4B), C7(H7A,H7B), C1(H1A,H1B), C2(H2A,H2B)
6.d Idealised tetrahedral OH refined as rotating group:
 O1B(H1BA), O1A(H1AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1B O 0.2511(15) -1.0159(9) -0.095(2) 0.069(5) Uani 0.59(6) 1 d D U P A 2
H1BA H 0.272837 -1.056338 -0.114593 0.103 Uiso 0.59(6) 1 calc GR . P A 2
N1 N 0.2400(3) -0.7795(3) -0.0507(3) 0.0510(17) Uani 1 1 d . U . . .
H1C H 0.212089 -0.739087 -0.029177 0.061 Uiso 1 1 d R . . . .
H1D H 0.279469 -0.756507 -0.075277 0.061 Uiso 1 1 d R . . . .
C18 C 0.2987(5) -0.9383(5) -0.1055(6) 0.077(2) Uani 1 1 d D U . . .
H18A H 0.342455 -0.951532 -0.138429 0.093 Uiso 0.59(6) 1 calc R . P A 2
H18 H 0.342507 -0.951270 -0.138445 0.093 Uiso 0.41(6) 1 calc R . P A 1
C16 C 0.1917(5) -0.8321(5) -0.1002(5) 0.061(2) Uani 1 1 d . U . . .
H16 H 0.158744 -0.796700 -0.132167 0.073 Uiso 1 1 calc R . . . .
C15 C 0.1445(5) -0.8806(5) -0.0448(5) 0.073(2) Uani 1 1 d . U . . .
H15A H 0.098865 -0.848707 -0.030873 0.087 Uiso 1 1 calc R . . . .
H15B H 0.128355 -0.934181 -0.066215 0.087 Uiso 1 1 calc R . . . .
C13 C 0.2688(5) -0.8482(5) 0.0050(6) 0.073(2) Uani 1 1 d . U . . .
H13 H 0.290915 -0.822996 0.050557 0.088 Uiso 1 1 calc R . . . .
C14 C 0.1942(5) -0.8947(5) 0.0219(5) 0.072(2) Uani 1 1 d . U . . .
H14A H 0.203786 -0.954588 0.029093 0.086 Uiso 1 1 calc R . . . .
H14B H 0.170100 -0.872252 0.066894 0.086 Uiso 1 1 calc R . . . .
C19 C 0.3270(5) -0.8950(6) -0.0381(6) 0.081(2) Uani 1 1 d . U . . .
H19A H 0.367177 -0.855781 -0.053093 0.098 Uiso 1 1 calc R . . . .
H19B H 0.350354 -0.936662 -0.005161 0.098 Uiso 1 1 calc R . . . .
C17 C 0.2443(5) -0.8835(5) -0.1463(5) 0.076(2) Uani 1 1 d . U . . .
H17A H 0.273923 -0.845573 -0.178077 0.091 Uiso 1 1 calc R . . . .
H17B H 0.213469 -0.918813 -0.179238 0.091 Uiso 1 1 calc R . . . .
O2 O 0.1852(4) -0.6986(4) 0.0959(3) 0.0812(18) Uani 1 1 d D U . . .
O3 O 0.1408(3) -0.6342(3) -0.1667(3) 0.0647(16) Uani 1 1 d D U . . .
O4 O 0.0789(3) -0.6699(3) -0.0232(3) 0.0763(17) Uani 1 1 d D U . . .
O5 O 0.3299(4) -0.6494(4) 0.0448(4) 0.104(2) Uani 1 1 d D U . . .
O6 O 0.3953(3) -0.7035(4) -0.0919(4) 0.0843(18) Uani 1 1 d D U . . .
O7 O 0.2890(3) -0.6835(3) -0.2114(3) 0.0756(17) Uani 1 1 d D U . . .
C6 C 0.0603(4) -0.6489(5) -0.1531(5) 0.077(2) Uani 1 1 d D U . . .
H6A H 0.049339 -0.708869 -0.156895 0.092 Uiso 1 1 calc R . . . .
H6B H 0.029826 -0.619563 -0.190734 0.092 Uiso 1 1 calc R . . . .
C3 C 0.1011(5) -0.6946(6) 0.1025(5) 0.092(3) Uani 1 1 d D U . . .
H3A H 0.080617 -0.751053 0.095131 0.111 Uiso 1 1 calc R . . . .
H3B H 0.088309 -0.677444 0.153448 0.111 Uiso 1 1 calc R . . . .
C8 C 0.2394(5) -0.6292(6) -0.2548(5) 0.085(3) Uani 1 1 d D U . . .
H8A H 0.252195 -0.634173 -0.307732 0.102 Uiso 1 1 calc R . . . .
H8B H 0.247563 -0.570854 -0.239797 0.102 Uiso 1 1 calc R . . . .
C9 C 0.3668(5) -0.6541(7) -0.2204(6) 0.108(3) Uani 1 1 d D U . . .
H9A H 0.370642 -0.594955 -0.206362 0.130 Uiso 1 1 calc R . . . .
H9B H 0.383067 -0.660082 -0.272403 0.130 Uiso 1 1 calc R . . . .
C12 C 0.4111(5) -0.6464(6) 0.0288(5) 0.100(3) Uani 1 1 d D U . . .
H12A H 0.435024 -0.699265 0.043805 0.120 Uiso 1 1 calc R . . . .
H12B H 0.434821 -0.601074 0.057368 0.120 Uiso 1 1 calc R . . . .
C10 C 0.4140(6) -0.7054(7) -0.1718(5) 0.109(3) Uani 1 1 d D U . . .
H10A H 0.467125 -0.687615 -0.177800 0.131 Uiso 1 1 calc R . . . .
H10B H 0.410571 -0.763523 -0.188961 0.131 Uiso 1 1 calc R . . . .
C5 C 0.0398(5) -0.6181(5) -0.0775(5) 0.078(2) Uani 1 1 d D U . . .
H5A H 0.055274 -0.559531 -0.071762 0.093 Uiso 1 1 calc R . . . .
H5B H -0.015544 -0.621700 -0.070090 0.093 Uiso 1 1 calc R . . . .
C11 C 0.4231(5) -0.6325(6) -0.0508(5) 0.094(3) Uani 1 1 d D U . . .
H11A H 0.396024 -0.581870 -0.066593 0.112 Uiso 1 1 calc R . . . .
H11B H 0.477603 -0.624647 -0.060779 0.112 Uiso 1 1 calc R . . . .
C4 C 0.0625(5) -0.6375(6) 0.0503(5) 0.096(3) Uani 1 1 d D U . . .
H4A H 0.007324 -0.636927 0.059394 0.116 Uiso 1 1 calc R . . . .
H4B H 0.082117 -0.580384 0.055584 0.116 Uiso 1 1 calc R . . . .
C7 C 0.1583(5) -0.6516(6) -0.2435(4) 0.083(2) Uani 1 1 d D U . . .
H7A H 0.125536 -0.618334 -0.276369 0.099 Uiso 1 1 calc R . . . .
H7B H 0.150064 -0.711022 -0.254387 0.099 Uiso 1 1 calc R . . . .
C1 C 0.3074(5) -0.6417(7) 0.1220(5) 0.099(3) Uani 1 1 d D U . . .
H1A H 0.334181 -0.594573 0.145262 0.119 Uiso 1 1 calc R . . . .
H1B H 0.320495 -0.692834 0.149288 0.119 Uiso 1 1 calc R . . . .
C2 C 0.2241(5) -0.6276(6) 0.1245(6) 0.096(3) Uani 1 1 d D U . . .
H2A H 0.208092 -0.617398 0.176073 0.115 Uiso 1 1 calc R . . . .
H2B H 0.211051 -0.578082 0.094883 0.115 Uiso 1 1 calc R . . . .
F1 F 0.0034(8) -0.4888(9) -0.3240(7) 0.114(4) Uani 0.597(10) 1 d D U P B 1
F2 F -0.0409(8) -0.3693(8) -0.2859(8) 0.122(4) Uani 0.597(10) 1 d D U P B 1
F3 F -0.0496(7) -0.4807(6) -0.2116(7) 0.112(3) Uani 0.597(10) 1 d D U P B 1
F4 F 0.0618(6) -0.4193(7) -0.2334(8) 0.128(4) Uani 0.597(10) 1 d D U P B 1
B1 B -0.0063(7) -0.4403(8) -0.2629(7) 0.092(3) Uani 0.597(10) 1 d D U P B 1
F4A F 0.0233(11) -0.4401(10) -0.1918(8) 0.109(4) Uani 0.403(10) 1 d D U P B 2
F1A F 0.0409(10) -0.4912(13) -0.3040(10) 0.108(4) Uani 0.403(10) 1 d D U P B 2
B2 B -0.001(2) -0.434(3) -0.266(2) 0.100(3) Uani 0.403(10) 1 d . U P B 2
F2A F 0.0079(11) -0.3559(10) -0.2886(11) 0.115(4) Uani 0.403(10) 1 d D U P B 2
F3A F -0.0772(8) -0.4542(12) -0.2588(12) 0.121(4) Uani 0.403(10) 1 d D U P B 2
O1A O 0.273(3) -1.0173(13) -0.068(2) 0.071(6) Uani 0.41(6) 1 d D U P A 1
H1AA H 0.307412 -1.052813 -0.070031 0.107 Uiso 0.41(6) 1 calc GR . P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1B H1BA 0.8200 . ?
O1B C18 1.491(12) . ?
N1 H1C 0.8883 . ?
N1 H1D 0.8898 . ?
N1 C16 1.473(9) . ?
N1 C13 1.552(10) . ?
C18 H18A 0.9800 . ?
C18 H18 0.9800 . ?
C18 C19 1.464(11) . ?
C18 C17 1.472(11) . ?
C18 O1A 1.488(15) . ?
C16 H16 0.9800 . ?
C16 C15 1.492(10) . ?
C16 C17 1.471(10) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.482(11) . ?
C13 H13 0.9800 . ?
C13 C14 1.519(11) . ?
C13 C19 1.467(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
O2 C3 1.464(7) . ?
O2 C2 1.405(7) . ?
O3 C6 1.436(7) . ?
O3 C7 1.424(7) . ?
O4 C5 1.436(7) . ?
O4 C4 1.430(7) . ?
O5 C12 1.437(7) . ?
O5 C1 1.430(7) . ?
O6 C10 1.456(7) . ?
O6 C11 1.423(7) . ?
O7 C8 1.440(7) . ?
O7 C9 1.436(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.473(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.459(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.465(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.440(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.447(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.463(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
F1 B1 1.340(10) . ?
F2 B1 1.337(10) . ?
F3 B1 1.342(10) . ?
F4 B1 1.334(10) . ?
F4A B2 1.39(4) . ?
F1A B2 1.33(4) . ?
B2 F2A 1.31(4) . ?
B2 F3A 1.37(4) . ?
O1A H1AA 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O1B H1BA 109.5 . . ?
H1C N1 H1D 109.6 . . ?
C16 N1 H1C 110.7 . . ?
C16 N1 H1D 112.0 . . ?
C16 N1 C13 99.7(5) . . ?
C13 N1 H1C 113.9 . . ?
C13 N1 H1D 110.6 . . ?
O1B C18 H18A 109.2 . . ?
C19 C18 O1B 117.8(17) . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18 109.0 . . ?
C19 C18 C17 110.0(8) . . ?
C19 C18 O1A 97(2) . . ?
C17 C18 O1B 101.1(16) . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18 109.0 . . ?
C17 C18 O1A 122(2) . . ?
O1A C18 H18 109.0 . . ?
N1 C16 H16 110.8 . . ?
N1 C16 C15 102.0(7) . . ?
C15 C16 H16 110.8 . . ?
C17 C16 N1 106.9(7) . . ?
C17 C16 H16 110.8 . . ?
C17 C16 C15 115.1(7) . . ?
C16 C15 H15A 110.4 . . ?
C16 C15 H15B 110.4 . . ?
H15A C15 H15B 108.6 . . ?
C14 C15 C16 106.6(7) . . ?
C14 C15 H15A 110.4 . . ?
C14 C15 H15B 110.4 . . ?
N1 C13 H13 111.6 . . ?
C14 C13 N1 100.9(6) . . ?
C14 C13 H13 111.6 . . ?
C19 C13 N1 104.0(7) . . ?
C19 C13 H13 111.6 . . ?
C19 C13 C14 116.4(7) . . ?
C15 C14 C13 105.4(7) . . ?
C15 C14 H14A 110.7 . . ?
C15 C14 H14B 110.7 . . ?
C13 C14 H14A 110.7 . . ?
C13 C14 H14B 110.7 . . ?
H14A C14 H14B 108.8 . . ?
C18 C19 C13 115.6(8) . . ?
C18 C19 H19A 108.4 . . ?
C18 C19 H19B 108.4 . . ?
C13 C19 H19A 108.4 . . ?
C13 C19 H19B 108.4 . . ?
H19A C19 H19B 107.4 . . ?
C18 C17 H17A 108.1 . . ?
C18 C17 H17B 108.1 . . ?
C16 C17 C18 116.7(8) . . ?
C16 C17 H17A 108.1 . . ?
C16 C17 H17B 108.1 . . ?
H17A C17 H17B 107.3 . . ?
C2 O2 C3 114.5(7) . . ?
C7 O3 C6 109.6(6) . . ?
C4 O4 C5 108.3(6) . . ?
C1 O5 C12 117.0(7) . . ?
C11 O6 C10 116.2(7) . . ?
C9 O7 C8 107.9(6) . . ?
O3 C6 H6A 109.8 . . ?
O3 C6 H6B 109.8 . . ?
O3 C6 C5 109.6(7) . . ?
H6A C6 H6B 108.2 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
O2 C3 H3A 108.4 . . ?
O2 C3 H3B 108.4 . . ?
H3A C3 H3B 107.4 . . ?
C4 C3 O2 115.7(8) . . ?
C4 C3 H3A 108.4 . . ?
C4 C3 H3B 108.4 . . ?
O7 C8 H8A 109.5 . . ?
O7 C8 H8B 109.5 . . ?
O7 C8 C7 110.9(8) . . ?
H8A C8 H8B 108.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
O7 C9 H9A 110.4 . . ?
O7 C9 H9B 110.4 . . ?
O7 C9 C10 106.5(8) . . ?
H9A C9 H9B 108.6 . . ?
C10 C9 H9A 110.4 . . ?
C10 C9 H9B 110.4 . . ?
O5 C12 H12A 109.7 . . ?
O5 C12 H12B 109.7 . . ?
O5 C12 C11 109.8(8) . . ?
H12A C12 H12B 108.2 . . ?
C11 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
O6 C10 H10A 108.2 . . ?
O6 C10 H10B 108.2 . . ?
C9 C10 O6 116.5(8) . . ?
C9 C10 H10A 108.2 . . ?
C9 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
O4 C5 C6 108.1(7) . . ?
O4 C5 H5A 110.1 . . ?
O4 C5 H5B 110.1 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
O6 C11 C12 109.5(8) . . ?
O6 C11 H11A 109.8 . . ?
O6 C11 H11B 109.8 . . ?
C12 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
O4 C4 C3 105.5(7) . . ?
O4 C4 H4A 110.6 . . ?
O4 C4 H4B 110.6 . . ?
C3 C4 H4A 110.6 . . ?
C3 C4 H4B 110.6 . . ?
H4A C4 H4B 108.8 . . ?
O3 C7 C8 106.8(7) . . ?
O3 C7 H7A 110.4 . . ?
O3 C7 H7B 110.4 . . ?
C8 C7 H7A 110.4 . . ?
C8 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?
O5 C1 H1A 110.1 . . ?
O5 C1 H1B 110.1 . . ?
O5 C1 C2 108.2(8) . . ?
H1A C1 H1B 108.4 . . ?
C2 C1 H1A 110.1 . . ?
C2 C1 H1B 110.1 . . ?
O2 C2 C1 110.0(8) . . ?
O2 C2 H2A 109.7 . . ?
O2 C2 H2B 109.7 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
F1 B1 F3 110.3(12) . . ?
F2 B1 F1 106.8(13) . . ?
F2 B1 F3 110.9(11) . . ?
F4 B1 F1 110.4(11) . . ?
F4 B1 F2 107.9(12) . . ?
F4 B1 F3 110.4(11) . . ?
F1A B2 F4A 106(3) . . ?
F1A B2 F3A 115(3) . . ?
F2A B2 F4A 109(3) . . ?
F2A B2 F1A 115(4) . . ?
F2A B2 F3A 111(3) . . ?
F3A B2 F4A 101(3) . . ?
C18 O1A H1AA 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1B C18 C19 C13 -72.9(16) . . . . ?
O1B C18 C17 C16 87.0(14) . . . . ?
N1 C16 C15 C14 -33.3(8) . . . . ?
N1 C16 C17 C18 57.6(9) . . . . ?
N1 C13 C14 C15 25.7(8) . . . . ?
N1 C13 C19 C18 -62.3(9) . . . . ?
C16 N1 C13 C14 -45.9(7) . . . . ?
C16 N1 C13 C19 75.1(7) . . . . ?
C16 C15 C14 C13 3.6(9) . . . . ?
C15 C16 C17 C18 -54.8(11) . . . . ?
C13 N1 C16 C15 48.5(7) . . . . ?
C13 N1 C16 C17 -72.6(7) . . . . ?
C14 C13 C19 C18 47.7(12) . . . . ?
C19 C18 C17 C16 -38.3(11) . . . . ?
C19 C13 C14 C15 -86.1(9) . . . . ?
C17 C18 C19 C13 42.1(11) . . . . ?
C17 C16 C15 C14 82.0(9) . . . . ?
O2 C3 C4 O4 62.4(10) . . . . ?
O3 C6 C5 O4 -66.4(8) . . . . ?
O5 C12 C11 O6 -65.3(10) . . . . ?
O5 C1 C2 O2 64.1(10) . . . . ?
O7 C8 C7 O3 65.4(9) . . . . ?
O7 C9 C10 O6 -59.3(12) . . . . ?
C6 O3 C7 C8 175.7(6) . . . . ?
C3 O2 C2 C1 174.4(7) . . . . ?
C8 O7 C9 C10 175.6(8) . . . . ?
C9 O7 C8 C7 -175.6(8) . . . . ?
C12 O5 C1 C2 167.7(8) . . . . ?
C10 O6 C11 C12 -170.7(7) . . . . ?
C5 O4 C4 C3 177.8(7) . . . . ?
C11 O6 C10 C9 -79.9(11) . . . . ?
C4 O4 C5 C6 176.9(7) . . . . ?
C7 O3 C6 C5 -171.0(7) . . . . ?
C1 O5 C12 C11 -164.9(8) . . . . ?
C2 O2 C3 C4 74.2(10) . . . . ?
O1A C18 C19 C13 -85.4(18) . . . . ?
O1A C18 C17 C16 74(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
