# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_cbl-14-6
_database_code_depnum_ccdc_archive 'CCDC 2280700'
loop_
_audit_author_name
_audit_author_address
'chen berlin'
;nankai university
China
;
_audit_update_record             
;
2023-07-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;
_audit_creation_date             2022-09-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C15 H16 O3)'
_chemical_formula_sum            'C30 H32 O6'
_chemical_formula_weight         488.55
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   22.3154(2)
_cell_length_b                   9.74840(10)
_cell_length_c                   11.29700(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.6560(10)
_cell_angle_gamma                90
_cell_volume                     2454.90(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13664
_cell_measurement_temperature    99.99(11)
_cell_measurement_theta_max      76.1620
_cell_measurement_theta_min      4.9290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19866
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.394
_diffrn_reflns_theta_min         4.952
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -39.00  33.00   0.50    0.50    --    0.00 -82.00 -30.00  144
  2  ω    -38.00  36.00   0.50    0.50    --    0.00 -82.00  60.00  148
  3  ω    -39.00  36.00   0.50    0.50    --    0.00 -82.00-120.00  150
  4  ω     12.00 127.00   0.50    0.50    --  101.90 -77.00 -30.00  230
  5  ω     43.00 133.00   0.50    0.50    --  101.90 -82.00  90.00  180
  6  ω     12.00 120.00   0.50    0.50    --  101.90 -57.00-150.00  216
  7  ω     47.00 123.00   0.50    0.50    --  101.90 -82.00-150.00  152
  8  ω     16.00 123.00   0.50    0.50    --  101.90 -57.00  60.00  214
  9  ω     76.00 191.00   0.50    0.50    --  101.90  38.00 -30.00  230
 10  ω     24.00 129.00   0.50    0.50    --  101.90 -57.00 -30.00  210
 11  ω     83.00 191.00   0.50    0.50    --  101.90   0.00-120.00  216
 12  ω     27.00  53.00   0.50    0.50    --  101.90   0.00-120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0590280000
_diffrn_orient_matrix_UB_12      0.0655442000
_diffrn_orient_matrix_UB_13      -0.0374401000
_diffrn_orient_matrix_UB_21      0.0204495000
_diffrn_orient_matrix_UB_22      -0.1396903000
_diffrn_orient_matrix_UB_23      -0.0474038000
_diffrn_orient_matrix_UB_31      -0.0295591000
_diffrn_orient_matrix_UB_32      0.0343321000
_diffrn_orient_matrix_UB_33      -0.1223829000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4620
_reflns_number_total             5021
_reflns_odcompleteness_completeness 99.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         5021
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.050
_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)+(0.0412P)²+0.9495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.0918
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00G(H00O), C00P(H00P)
2.b Secondary CH2 refined with riding coordinates:
 C00B(H00L,H00M), C00N(H00A,H00B), C00R(H00V,H00X), C00S(H00Y,H), C00X(H00H,
 H00I), C00Y(H00J,H00K)
2.c Aromatic/amide H refined with riding coordinates:
 C00E(H00N), C00W(H00W)
2.d X=CH2 refined with riding coordinates:
 C00K(H00Q,H00R), C00Q(H00C,H00D)
2.e Idealised Me refined as rotating group:
 C00M(H00S,H00T,H00U), C00V(H00E,H00F,H00G), C00Z(H00Z,HA,HB), C010(H01A,H01B,
 H01C)
;
_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 0.67881(3) 0.45171(8) 0.43059(7) 0.01907(17) Uani 1 1 d . . . . .
O002 O 0.82797(3) 0.79193(8) 0.43769(6) 0.01770(17) Uani 1 1 d . . . . .
O003 O 0.77664(3) 0.43590(9) 0.43132(7) 0.02394(18) Uani 1 1 d . . . . .
O004 O 0.98570(4) 0.99529(9) 0.28631(7) 0.0275(2) Uani 1 1 d . . . . .
O005 O 0.73040(4) 0.77874(10) 0.44221(8) 0.0321(2) Uani 1 1 d . . . . .
O006 O 0.50264(4) 0.23881(11) 0.37572(9) 0.0364(2) Uani 1 1 d . . . . .
C007 C 0.95874(5) 0.92098(12) 0.35368(9) 0.0198(2) Uani 1 1 d . . . . .
C008 C 0.92938(5) 0.71803(11) 0.43979(9) 0.0183(2) Uani 1 1 d . . . . .
C009 C 0.77977(5) 0.86041(11) 0.61995(10) 0.0193(2) Uani 1 1 d . . . . .
C00A C 0.88821(5) 0.82654(11) 0.48872(9) 0.0161(2) Uani 1 1 d . . . . .
C00B C 0.88943(5) 0.82349(11) 0.62308(9) 0.0182(2) Uani 1 1 d . . . . .
H00L H 0.9278 0.8582 0.6539 0.022 Uiso 1 1 calc R . . . .
H00M H 0.8858 0.7292 0.6493 0.022 Uiso 1 1 calc R . . . .
C00C C 0.77672(5) 0.80831(12) 0.49564(10) 0.0199(2) Uani 1 1 d . . . . .
C00D C 0.73298(5) 0.45337(11) 0.48933(10) 0.0183(2) Uani 1 1 d . . . . .
C00E C 0.96914(5) 0.77357(12) 0.36905(10) 0.0208(2) Uani 1 1 d . . . . .
H00N H 0.9995 0.7249 0.3341 0.025 Uiso 1 1 calc R . . . .
C00F C 0.73603(5) 0.47662(11) 0.62039(10) 0.0196(2) Uani 1 1 d . . . . .
C00G C 0.83937(5) 0.90831(12) 0.67353(9) 0.0196(2) Uani 1 1 d . . . . .
H00O H 0.8395 0.8905 0.7589 0.024 Uiso 1 1 calc R . . . .
C00H C 0.90915(5) 0.95875(11) 0.43192(9) 0.0175(2) Uani 1 1 d . . . . .
C00I C 0.59135(5) 0.32410(12) 0.48849(10) 0.0218(2) Uani 1 1 d . . . . .
C00J C 0.88678(5) 1.08516(12) 0.44691(10) 0.0205(2) Uani 1 1 d . . . . .
C00K C 0.72934(6) 0.86582(12) 0.67733(11) 0.0252(2) Uani 1 1 d . . . . .
H00Q H 0.6934 0.8376 0.6400 0.030 Uiso 1 1 calc R . . . .
H00R H 0.7299 0.8979 0.7549 0.030 Uiso 1 1 calc R . . . .
C00L C 0.62070(5) 0.46508(12) 0.48775(10) 0.0195(2) Uani 1 1 d . . . . .
C00M C 0.92313(5) 0.56981(12) 0.46905(11) 0.0226(2) Uani 1 1 d . . . . .
H00S H 0.9366 0.5545 0.5499 0.034 Uiso 1 1 calc GR . . . .
H00T H 0.9470 0.5162 0.4177 0.034 Uiso 1 1 calc GR . . . .
H00U H 0.8818 0.5432 0.4584 0.034 Uiso 1 1 calc GR . . . .
C00N C 0.62895(5) 0.54016(13) 0.60506(10) 0.0224(2) Uani 1 1 d . . . . .
H00A H 0.5915 0.5377 0.6455 0.027 Uiso 1 1 calc R . . . .
H00B H 0.6385 0.6355 0.5900 0.027 Uiso 1 1 calc R . . . .
C00O C 0.58164(5) 0.54614(13) 0.39786(10) 0.0232(2) Uani 1 1 d . . . . .
C00P C 0.67855(5) 0.47792(12) 0.68537(10) 0.0221(2) Uani 1 1 d . . . . .
H00P H 0.6846 0.5380 0.7545 0.027 Uiso 1 1 calc R . . . .
C00Q C 0.78960(5) 0.49350(14) 0.67397(11) 0.0275(3) Uani 1 1 d . . . . .
H00C H 0.8239 0.4907 0.6302 0.033 Uiso 1 1 calc R . . . .
H00D H 0.7929 0.5081 0.7554 0.033 Uiso 1 1 calc R . . . .
C00R C 0.83724(5) 1.11602(12) 0.52942(11) 0.0240(2) Uani 1 1 d . . . . .
H00V H 0.8003 1.0769 0.4959 0.029 Uiso 1 1 calc R . . . .
H00X H 0.8319 1.2147 0.5323 0.029 Uiso 1 1 calc R . . . .
C00S C 0.84690(5) 1.06316(12) 0.65643(10) 0.0232(2) Uani 1 1 d . . . . .
H00Y H 0.8189 1.1100 0.7058 0.028 Uiso 1 1 calc R . . . .
H H 0.8871 1.0885 0.6850 0.028 Uiso 1 1 calc R . . . .
C00T C 0.53893(5) 0.32962(14) 0.40086(10) 0.0263(3) Uani 1 1 d . . . . .
C00U C 0.61078(5) 0.21350(13) 0.54971(11) 0.0252(3) Uani 1 1 d . . . . .
C00V C 0.59327(6) 0.69281(14) 0.37114(12) 0.0299(3) Uani 1 1 d . . . . .
H00E H 0.5801 0.7489 0.4348 0.045 Uiso 1 1 calc GR . . . .
H00F H 0.5717 0.7180 0.2989 0.045 Uiso 1 1 calc GR . . . .
H00G H 0.6355 0.7063 0.3625 0.045 Uiso 1 1 calc GR . . . .
C00W C 0.53756(5) 0.46838(14) 0.35124(11) 0.0266(3) Uani 1 1 d . . . . .
H00W H 0.5093 0.4986 0.2940 0.032 Uiso 1 1 calc R . . . .
C00X C 0.66375(6) 0.33358(14) 0.73072(10) 0.0277(3) Uani 1 1 d . . . . .
H00H H 0.6927 0.3106 0.7943 0.033 Uiso 1 1 calc R . . . .
H00I H 0.6246 0.3369 0.7645 0.033 Uiso 1 1 calc R . . . .
C00Y C 0.66329(6) 0.21746(13) 0.63936(11) 0.0277(3) Uani 1 1 d . . . . .
H00J H 0.6999 0.2237 0.5965 0.033 Uiso 1 1 calc R . . . .
H00K H 0.6645 0.1309 0.6818 0.033 Uiso 1 1 calc R . . . .
C00Z C 0.90833(6) 1.20814(13) 0.38133(13) 0.0348(3) Uani 1 1 d . . . . .
H00Z H 0.9384 1.2551 0.4294 0.052 Uiso 1 1 calc GR . . . .
HA H 0.8752 1.2689 0.3638 0.052 Uiso 1 1 calc GR . . . .
HB H 0.9252 1.1791 0.3088 0.052 Uiso 1 1 calc GR . . . .
C010 C 0.58474(7) 0.07247(15) 0.53124(13) 0.0368(3) Uani 1 1 d . . . . .
H01A H 0.5532 0.0759 0.4706 0.055 Uiso 1 1 calc GR . . . .
H01B H 0.5689 0.0405 0.6038 0.055 Uiso 1 1 calc GR . . . .
H01C H 0.6155 0.0109 0.5074 0.055 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00D 1.3518(13) . ?
O001 C00L 1.4808(12) . ?
O002 C00A 1.4769(12) . ?
O002 C00C 1.3533(13) . ?
O003 C00D 1.2112(14) . ?
O004 C007 1.2281(14) . ?
O005 C00C 1.2075(14) . ?
O006 C00T 1.2243(15) . ?
C007 C00E 1.4646(16) . ?
C007 C00H 1.4940(15) . ?
C008 C00A 1.5217(15) . ?
C008 C00E 1.3359(16) . ?
C008 C00M 1.4902(15) . ?
C009 C00C 1.4919(15) . ?
C009 C00G 1.5096(15) . ?
C009 C00K 1.3256(16) . ?
C00A C00B 1.5171(14) . ?
C00A C00H 1.5229(15) . ?
C00B H00L 0.9700 . ?
C00B H00M 0.9700 . ?
C00B C00G 1.5218(15) . ?
C00D C00F 1.4963(15) . ?
C00E H00N 0.9300 . ?
C00F C00P 1.5072(15) . ?
C00F C00Q 1.3248(16) . ?
C00G H00O 0.9800 . ?
C00G C00S 1.5321(16) . ?
C00H C00J 1.3433(16) . ?
C00I C00L 1.5226(16) . ?
C00I C00T 1.4979(16) . ?
C00I C00U 1.3420(18) . ?
C00J C00R 1.5090(16) . ?
C00J C00Z 1.5001(16) . ?
C00K H00Q 0.9300 . ?
C00K H00R 0.9300 . ?
C00L C00N 1.5177(15) . ?
C00L C00O 1.5276(16) . ?
C00M H00S 0.9600 . ?
C00M H00T 0.9600 . ?
C00M H00U 0.9600 . ?
C00N H00A 0.9700 . ?
C00N H00B 0.9700 . ?
C00N C00P 1.5243(16) . ?
C00O C00V 1.4866(18) . ?
C00O C00W 1.3310(17) . ?
C00P H00P 0.9800 . ?
C00P C00X 1.5386(17) . ?
C00Q H00C 0.9300 . ?
C00Q H00D 0.9300 . ?
C00R H00V 0.9700 . ?
C00R H00X 0.9700 . ?
C00R C00S 1.5304(16) . ?
C00S H00Y 0.9700 . ?
C00S H 0.9700 . ?
C00T C00W 1.4641(19) . ?
C00U C00Y 1.5134(17) . ?
C00U C010 1.5034(17) . ?
C00V H00E 0.9600 . ?
C00V H00F 0.9600 . ?
C00V H00G 0.9600 . ?
C00W H00W 0.9300 . ?
C00X H00H 0.9700 . ?
C00X H00I 0.9700 . ?
C00X C00Y 1.5316(18) . ?
C00Y H00J 0.9700 . ?
C00Y H00K 0.9700 . ?
C00Z H00Z 0.9600 . ?
C00Z HA 0.9600 . ?
C00Z HB 0.9600 . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?

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
C00D O001 C00L 124.48(8) . . ?
C00C O002 C00A 123.94(8) . . ?
O004 C007 C00E 124.94(11) . . ?
O004 C007 C00H 128.23(11) . . ?
C00E C007 C00H 106.81(9) . . ?
C00E C008 C00A 111.38(10) . . ?
C00E C008 C00M 126.67(10) . . ?
C00M C008 C00A 121.95(10) . . ?
C00C C009 C00G 118.92(9) . . ?
C00K C009 C00C 118.11(10) . . ?
C00K C009 C00G 122.94(10) . . ?
O002 C00A C008 104.67(8) . . ?
O002 C00A C00B 111.10(8) . . ?
O002 C00A C00H 108.69(8) . . ?
C008 C00A C00H 103.47(8) . . ?
C00B C00A C008 111.51(9) . . ?
C00B C00A C00H 116.52(9) . . ?
C00A C00B H00L 109.1 . . ?
C00A C00B H00M 109.1 . . ?
C00A C00B C00G 112.62(9) . . ?
H00L C00B H00M 107.8 . . ?
C00G C00B H00L 109.1 . . ?
C00G C00B H00M 109.1 . . ?
O002 C00C C009 119.53(9) . . ?
O005 C00C O002 116.94(10) . . ?
O005 C00C C009 123.53(10) . . ?
O001 C00D C00F 119.09(9) . . ?
O003 C00D O001 117.14(10) . . ?
O003 C00D C00F 123.76(10) . . ?
C007 C00E H00N 124.4 . . ?
C008 C00E C007 111.26(10) . . ?
C008 C00E H00N 124.4 . . ?
C00D C00F C00P 118.85(9) . . ?
C00Q C00F C00D 118.01(10) . . ?
C00Q C00F C00P 123.14(11) . . ?
C009 C00G C00B 109.28(9) . . ?
C009 C00G H00O 107.6 . . ?
C009 C00G C00S 110.73(9) . . ?
C00B C00G H00O 107.6 . . ?
C00B C00G C00S 113.67(9) . . ?
C00S C00G H00O 107.6 . . ?
C007 C00H C00A 106.91(9) . . ?
C00J C00H C007 126.19(10) . . ?
C00J C00H C00A 126.88(10) . . ?
C00T C00I C00L 106.67(10) . . ?
C00U C00I C00L 126.81(10) . . ?
C00U C00I C00T 126.38(11) . . ?
C00H C00J C00R 123.23(10) . . ?
C00H C00J C00Z 122.78(11) . . ?
C00Z C00J C00R 113.99(10) . . ?
C009 C00K H00Q 120.0 . . ?
C009 C00K H00R 120.0 . . ?
H00Q C00K H00R 120.0 . . ?
O001 C00L C00I 107.97(9) . . ?
O001 C00L C00N 110.49(8) . . ?
O001 C00L C00O 103.88(8) . . ?
C00I C00L C00O 103.78(9) . . ?
C00N C00L C00I 117.73(9) . . ?
C00N C00L C00O 111.92(10) . . ?
C008 C00M H00S 109.5 . . ?
C008 C00M H00T 109.5 . . ?
C008 C00M H00U 109.5 . . ?
H00S C00M H00T 109.5 . . ?
H00S C00M H00U 109.5 . . ?
H00T C00M H00U 109.5 . . ?
C00L C00N H00A 109.1 . . ?
C00L C00N H00B 109.1 . . ?
C00L C00N C00P 112.53(9) . . ?
H00A C00N H00B 107.8 . . ?
C00P C00N H00A 109.1 . . ?
C00P C00N H00B 109.1 . . ?
C00V C00O C00L 122.21(10) . . ?
C00W C00O C00L 110.91(11) . . ?
C00W C00O C00V 126.88(11) . . ?
C00F C00P C00N 108.93(9) . . ?
C00F C00P H00P 107.8 . . ?
C00F C00P C00X 110.80(10) . . ?
C00N C00P H00P 107.8 . . ?
C00N C00P C00X 113.64(10) . . ?
C00X C00P H00P 107.8 . . ?
C00F C00Q H00C 120.0 . . ?
C00F C00Q H00D 120.0 . . ?
H00C C00Q H00D 120.0 . . ?
C00J C00R H00V 108.3 . . ?
C00J C00R H00X 108.3 . . ?
C00J C00R C00S 115.89(10) . . ?
H00V C00R H00X 107.4 . . ?
C00S C00R H00V 108.3 . . ?
C00S C00R H00X 108.3 . . ?
C00G C00S H00Y 108.3 . . ?
C00G C00S H 108.3 . . ?
C00R C00S C00G 116.01(9) . . ?
C00R C00S H00Y 108.3 . . ?
C00R C00S H 108.3 . . ?
H00Y C00S H 107.4 . . ?
O006 C00T C00I 127.97(12) . . ?
O006 C00T C00W 125.27(12) . . ?
C00W C00T C00I 106.74(10) . . ?
C00I C00U C00Y 123.09(11) . . ?
C00I C00U C010 123.34(11) . . ?
C010 C00U C00Y 113.49(11) . . ?
C00O C00V H00E 109.5 . . ?
C00O C00V H00F 109.5 . . ?
C00O C00V H00G 109.5 . . ?
H00E C00V H00F 109.5 . . ?
H00E C00V H00G 109.5 . . ?
H00F C00V H00G 109.5 . . ?
C00O C00W C00T 111.88(11) . . ?
C00O C00W H00W 124.1 . . ?
C00T C00W H00W 124.1 . . ?
C00P C00X H00H 108.2 . . ?
C00P C00X H00I 108.2 . . ?
H00H C00X H00I 107.3 . . ?
C00Y C00X C00P 116.51(10) . . ?
C00Y C00X H00H 108.2 . . ?
C00Y C00X H00I 108.2 . . ?
C00U C00Y C00X 116.78(11) . . ?
C00U C00Y H00J 108.1 . . ?
C00U C00Y H00K 108.1 . . ?
C00X C00Y H00J 108.1 . . ?
C00X C00Y H00K 108.1 . . ?
H00J C00Y H00K 107.3 . . ?
C00J C00Z H00Z 109.5 . . ?
C00J C00Z HA 109.5 . . ?
C00J C00Z HB 109.5 . . ?
H00Z C00Z HA 109.5 . . ?
H00Z C00Z HB 109.5 . . ?
HA C00Z HB 109.5 . . ?
C00U C010 H01A 109.5 . . ?
C00U C010 H01B 109.5 . . ?
C00U C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?

_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 1.237
_oxdiff_exptl_absorpt_empirical_full_min 0.754
####################################################################### 
# 
# 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_cbl-13-79
_database_code_depnum_ccdc_archive 'CCDC 2280702'
loop_
_audit_author_name
_audit_author_address
'chen berlin'
;nankai university
China
;
_audit_update_record             
;
2023-07-11 deposited with the CCDC.	2024-03-26 downloaded from the CCDC.
;
_audit_creation_date             2022-06-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.67(C15 H19 N O2)'
_chemical_formula_sum            'C11 H10 N O'
_chemical_formula_weight         172.20
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.5784(7)
_cell_length_b                   8.7025(4)
_cell_length_c                   9.1689(5)
_cell_angle_alpha                101.163(4)
_cell_angle_beta                 92.706(6)
_cell_angle_gamma                105.082(5)
_cell_volume                     644.96(7)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    2399
_cell_measurement_temperature    301.17(10)
_cell_measurement_theta_max      75.5650
_cell_measurement_theta_min      4.9280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.685
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             273
_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  0.0394
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5961
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.699
_diffrn_reflns_theta_min         4.943
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      301.17(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -43.00   3.00   0.50    0.50    --    0.00 -56.00 166.00   92
  2  ω     14.00  59.00   0.50    0.50    --    0.00  56.00 -50.00   90
  3  ω     49.00  82.00   0.50    0.50    --  101.30 -56.00 166.00   66
  4  ω     77.00 190.00   0.50    0.50    --  101.30  56.00 -50.00  226
  5  ω    -36.00  29.00   0.50    0.50    --    0.00  82.00   0.00  130
  6  ω    -27.00  37.00   0.50    0.50    --    0.00  82.00-150.00  128
  7  ω    -23.00  18.00   0.50    0.50    --    0.00  82.00  90.00   82
  8  ω      1.00  27.00   0.50    0.50    --    0.00  82.00-180.00   52
  9  ω     14.00  56.00   0.50    0.50    --  101.30 -82.00   0.00   84
 10  ω     61.00 133.00   0.50    0.50    --  101.30 -82.00   0.00  144
 11  ω     74.00 120.00   0.50    0.50    --  101.30 -82.00 -90.00   92
 12  ω     14.00 134.00   0.50    0.50    --  101.30 -77.00 150.00  240
 13  ω     66.00 190.00   0.50    0.50    --  101.30  19.00  90.00  248
 14  ω     22.00  48.00   0.50    0.50    --  101.30 -77.00-150.00   52
 15  ω     74.00 125.00   0.50    0.50    --  101.30 -77.00-150.00  102
 16  ω     81.00 115.00   0.50    0.50    --  101.30  38.00  30.00   68
 17  ω    124.00 191.00   0.50    0.50    --  101.30  38.00  30.00  134
 18  ω     76.00 101.00   0.50    0.50    --  101.30 -82.00-180.00   50
 19  ω     86.00 130.00   0.50    0.50    --  101.30 -82.00  60.00   88
 20  ω     84.00 136.00   0.50    0.50    --  101.30 -19.00   0.00  104
 21  ω     42.00  68.00   0.50    0.50    --  101.30 -82.00 -90.00   52
 22  ω     12.00 121.00   0.50    0.50    --  101.30 -57.00   0.00  218
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1221143000
_diffrn_orient_matrix_UB_12      0.1282497000
_diffrn_orient_matrix_UB_13      -0.0628912000
_diffrn_orient_matrix_UB_21      0.0559372000
_diffrn_orient_matrix_UB_22      -0.1364439000
_diffrn_orient_matrix_UB_23      -0.0981315000
_diffrn_orient_matrix_UB_31      -0.1300899000
_diffrn_orient_matrix_UB_32      -0.0124223000
_diffrn_orient_matrix_UB_33      -0.1267278000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2047
_reflns_number_total             2556
_reflns_odcompleteness_completeness 99.05
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.908
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2556
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0517
_refine_ls_restrained_S_all      0.908
_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)+(0.1095P)²+0.1347P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1588
_refine_ls_wR_factor_ref         0.1668
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C006(H006), C00C(H00E)
2.b Secondary CH2 refined with riding coordinates:
 C005(H00A,H00B), C008(H00C,H00D), C00D(H00F,H00G), C00E(H00H,H00I), C00F(H00J,
 H00K)
2.c Idealised Me refined as rotating group:
 C00H(H00N,H00O,H00P)
;
_atom_sites_solution_hydrogens   mixed
_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 0.73491(14) 0.52739(12) 0.58807(13) 0.0494(3) Uani 1 1 d . . . . .
O002 O 0.60652(18) 1.00566(14) 0.79391(17) 0.0658(4) Uani 1 1 d . . . . .
N003 N 0.6721(2) 1.04539(18) 0.6625(2) 0.0642(5) Uani 1 1 d . . . . .
C004 C 0.76903(19) 0.70052(18) 0.61429(19) 0.0441(4) Uani 1 1 d . . . . .
C005 C 0.6717(2) 0.46432(19) 0.7125(2) 0.0521(4) Uani 1 1 d . . . . .
H00A H 0.6563 0.3474 0.6907 0.062 Uiso 1 1 calc R . . . .
H00B H 0.5662 0.4835 0.7245 0.062 Uiso 1 1 calc R . . . .
C006 C 0.6137(2) 0.76118(18) 0.63026(19) 0.0442(4) Uani 1 1 d . . . . .
H006 H 0.5252 0.6844 0.5601 0.053 Uiso 1 1 calc R . . . .
C007 C 0.8284(2) 0.7523(2) 0.4708(2) 0.0529(4) Uani 1 1 d . . . . .
C008 C 0.9018(2) 0.7760(2) 0.7435(2) 0.0502(4) Uani 1 1 d . . . . .
H00C H 0.9240 0.8936 0.7618 0.060 Uiso 1 1 calc R . . . .
H00D H 1.0003 0.7484 0.7150 0.060 Uiso 1 1 calc R . . . .
C009 C 0.7780(2) 0.5375(2) 0.8566(2) 0.0521(4) Uani 1 1 d . . . . .
C00A C 0.5422(2) 0.82666(19) 0.7725(2) 0.0513(4) Uani 1 1 d . . . . .
C00B C 0.6684(2) 0.9132(2) 0.5725(2) 0.0535(4) Uani 1 1 d . . . . .
C00C C 0.8583(2) 0.7198(2) 0.8881(2) 0.0533(4) Uani 1 1 d . . . . .
H00E H 0.9607 0.7392 0.9498 0.064 Uiso 1 1 calc R . . . .
C00D C 0.5808(2) 0.7844(2) 0.9205(2) 0.0581(5) Uani 1 1 d . . . . .
H00F H 0.5303 0.6691 0.9117 0.070 Uiso 1 1 calc R . . . .
H00G H 0.5289 0.8427 0.9957 0.070 Uiso 1 1 calc R . . . .
C00E C 0.7594(3) 0.8886(2) 0.4402(2) 0.0642(5) Uani 1 1 d . . . . .
H00H H 0.8446 0.9859 0.4371 0.077 Uiso 1 1 calc R . . . .
H00I H 0.6881 0.8551 0.3477 0.077 Uiso 1 1 calc R . . . .
C00F C 0.7577(3) 0.8192(3) 0.9790(2) 0.0642(5) Uani 1 1 d . . . . .
H00J H 0.7618 0.8007 1.0799 0.077 Uiso 1 1 calc R . . . .
H00K H 0.8096 0.9338 0.9852 0.077 Uiso 1 1 calc R . . . .
C00G C 0.7951(3) 0.4443(3) 0.9506(3) 0.0674(6) Uani 1 1 d . . . . .
C00H C 0.3589(2) 0.7880(3) 0.7366(3) 0.0683(6) Uani 1 1 d . . . . .
H00N H 0.3145 0.8457 0.8168 0.102 Uiso 1 1 calc GR . . . .
H00O H 0.3110 0.6730 0.7245 0.102 Uiso 1 1 calc GR . . . .
H00P H 0.3358 0.8210 0.6458 0.102 Uiso 1 1 calc GR . . . .
C00I C 0.9281(3) 0.6891(3) 0.3889(3) 0.0726(6) Uani 1 1 d . . . . .
H00L H 0.738(3) 0.321(3) 0.925(3) 0.078(7) Uiso 1 1 d . . . . .
H00M H 0.857(3) 0.488(3) 1.043(3) 0.077(7) Uiso 1 1 d . . . . .
H00Q H 0.976(3) 0.732(3) 0.302(3) 0.085(7) Uiso 1 1 d . . . . .
H00R H 0.968(3) 0.600(3) 0.419(3) 0.087(8) Uiso 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 C004 1.4273(17) . ?
O001 C005 1.429(2) . ?
O002 N003 1.419(2) . ?
O002 C00A 1.4811(19) . ?
N003 C00B 1.271(2) . ?
C004 C006 1.559(2) . ?
C004 C007 1.539(2) . ?
C004 C008 1.521(2) . ?
C005 H00A 0.9700 . ?
C005 H00B 0.9700 . ?
C005 C009 1.497(3) . ?
C006 H006 0.9800 . ?
C006 C00A 1.540(2) . ?
C006 C00B 1.491(2) . ?
C007 C00E 1.521(3) . ?
C007 C00I 1.320(3) . ?
C008 H00C 0.9700 . ?
C008 H00D 0.9700 . ?
C008 C00C 1.530(3) . ?
C009 C00C 1.520(2) . ?
C009 C00G 1.320(3) . ?
C00A C00D 1.517(3) . ?
C00A C00H 1.525(3) . ?
C00B C00E 1.484(3) . ?
C00C H00E 0.9800 . ?
C00C C00F 1.538(3) . ?
C00D H00F 0.9700 . ?
C00D H00G 0.9700 . ?
C00D C00F 1.517(3) . ?
C00E H00H 0.9700 . ?
C00E H00I 0.9700 . ?
C00F H00J 0.9700 . ?
C00F H00K 0.9700 . ?
C00G H00L 1.03(3) . ?
C00G H00M 0.93(3) . ?
C00H H00N 0.9600 . ?
C00H H00O 0.9600 . ?
C00H H00P 0.9600 . ?
C00I H00Q 1.01(3) . ?
C00I H00R 1.00(3) . ?

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
C004 O001 C005 112.30(12) . . ?
N003 O002 C00A 109.80(13) . . ?
C00B N003 O002 107.97(14) . . ?
O001 C004 C006 112.98(12) . . ?
O001 C004 C007 107.29(13) . . ?
O001 C004 C008 108.97(13) . . ?
C007 C004 C006 102.33(13) . . ?
C008 C004 C006 114.93(14) . . ?
C008 C004 C007 109.90(13) . . ?
O001 C005 H00A 108.8 . . ?
O001 C005 H00B 108.8 . . ?
O001 C005 C009 113.96(14) . . ?
H00A C005 H00B 107.7 . . ?
C009 C005 H00A 108.8 . . ?
C009 C005 H00B 108.8 . . ?
C004 C006 H006 108.6 . . ?
C00A C006 C004 129.52(14) . . ?
C00A C006 H006 108.6 . . ?
C00B C006 C004 99.16(13) . . ?
C00B C006 H006 108.6 . . ?
C00B C006 C00A 100.11(13) . . ?
C00E C007 C004 110.25(15) . . ?
C00I C007 C004 124.32(18) . . ?
C00I C007 C00E 125.42(19) . . ?
C004 C008 H00C 108.9 . . ?
C004 C008 H00D 108.9 . . ?
C004 C008 C00C 113.45(14) . . ?
H00C C008 H00D 107.7 . . ?
C00C C008 H00C 108.9 . . ?
C00C C008 H00D 108.9 . . ?
C005 C009 C00C 117.00(14) . . ?
C00G C009 C005 119.72(19) . . ?
C00G C009 C00C 123.26(19) . . ?
O002 C00A C006 103.38(13) . . ?
O002 C00A C00D 106.52(15) . . ?
O002 C00A C00H 106.34(14) . . ?
C00D C00A C006 121.23(14) . . ?
C00D C00A C00H 110.12(16) . . ?
C00H C00A C006 108.13(16) . . ?
N003 C00B C006 116.25(17) . . ?
N003 C00B C00E 128.66(18) . . ?
C00E C00B C006 111.69(15) . . ?
C008 C00C H00E 106.8 . . ?
C008 C00C C00F 112.60(15) . . ?
C009 C00C C008 110.79(14) . . ?
C009 C00C H00E 106.8 . . ?
C009 C00C C00F 112.67(16) . . ?
C00F C00C H00E 106.8 . . ?
C00A C00D H00F 107.7 . . ?
C00A C00D H00G 107.7 . . ?
C00A C00D C00F 118.31(17) . . ?
H00F C00D H00G 107.1 . . ?
C00F C00D H00F 107.7 . . ?
C00F C00D H00G 107.7 . . ?
C007 C00E H00H 111.7 . . ?
C007 C00E H00I 111.7 . . ?
C00B C00E C007 100.38(14) . . ?
C00B C00E H00H 111.7 . . ?
C00B C00E H00I 111.7 . . ?
H00H C00E H00I 109.5 . . ?
C00C C00F H00J 108.1 . . ?
C00C C00F H00K 108.1 . . ?
C00D C00F C00C 116.76(15) . . ?
C00D C00F H00J 108.1 . . ?
C00D C00F H00K 108.1 . . ?
H00J C00F H00K 107.3 . . ?
C009 C00G H00L 120.7(13) . . ?
C009 C00G H00M 121.4(16) . . ?
H00L C00G H00M 118(2) . . ?
C00A C00H H00N 109.5 . . ?
C00A C00H H00O 109.5 . . ?
C00A C00H H00P 109.5 . . ?
H00N C00H H00O 109.5 . . ?
H00N C00H H00P 109.5 . . ?
H00O C00H H00P 109.5 . . ?
C007 C00I H00Q 123.7(15) . . ?
C007 C00I H00R 119.4(15) . . ?
H00Q C00I H00R 117(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 1.744
_oxdiff_exptl_absorpt_empirical_full_min 0.598
