# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_y-117
_database_code_depnum_ccdc_archive 'CCDC 1943455'
loop_
_audit_author_name
_audit_author_address
'Qiufeng Huang'
;Fujian Normal University
China
;
_audit_update_record             
;
2019-07-26 deposited with the CCDC.	2019-11-07 downloaded from the CCDC.
;
_audit_creation_date             2019-07-14
_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        Y2
_chemical_formula_moiety         'C19 H16 F N O2'
_chemical_formula_sum            'C19 H16 F N O2'
_chemical_formula_weight         309.33
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   9.0639(3)
_cell_length_b                   37.0554(13)
_cell_length_c                   19.0348(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6393.2(4)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    3037
_cell_measurement_temperature    294.50(10)
_cell_measurement_theta_max      72.3580
_cell_measurement_theta_min      4.6430
_shelx_estimated_absorpt_T_max   0.929
_shelx_estimated_absorpt_T_min   0.929
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2592
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8640
_diffrn_reflns_point_group_measured_fraction_full 0.901
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.711
_diffrn_reflns_theta_min         4.774
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.50(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  34.00   1.00    3.00    --  -40.45  38.00 -90.00   99
  2  ω    -65.00  34.00   1.00    3.00    --  -40.45  38.00  30.00   99
  3  ω   -117.00  -8.00   1.00    3.00    --  -40.45 -77.00-120.00  109
  4  ω     23.00  96.00   1.00    3.00    --   40.45-125.00   0.00   73
  5  ω     27.00 132.00   1.00    9.00    --  103.24 -30.00 -90.00  105
  6  ω     94.00 176.00   1.00    9.00    --  103.24 125.00 -30.00   82
  7  ω     27.00 136.00   1.00    9.00    --  103.24 -77.00 -60.00  109
  8  ω     31.00 132.00   1.00    9.00    --  103.24 -61.00  90.00  101
  9  ω    127.00 176.00   1.00    9.00    --  103.24 125.00 -60.00   49
 10  ω     72.00 107.00   1.00    9.00    --  103.24 -94.00  90.00   35
 11  ω     27.00 116.00   1.00    9.00    --  103.24 -30.00-180.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0772337000
_diffrn_orient_matrix_UB_12      0.0302435000
_diffrn_orient_matrix_UB_13      -0.0417611000
_diffrn_orient_matrix_UB_21      0.0746339000
_diffrn_orient_matrix_UB_22      0.0132890000
_diffrn_orient_matrix_UB_23      0.0678921000
_diffrn_orient_matrix_UB_31      0.1315745000
_diffrn_orient_matrix_UB_32      -0.0252874000
_diffrn_orient_matrix_UB_33      -0.0140608000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.727
_reflns_Friedel_fraction_full    0.796
_reflns_Friedel_fraction_max     0.767
_reflns_number_gt                2513
_reflns_number_total             2807
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 922 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.39(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2807
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.068
_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)+(0.0651P)²+5.5197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1273
_refine_ls_wR_factor_ref         0.1336
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00M(H00F,H00G)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L)
2.c Idealised Me refined as rotating group:
 C00N(H00M,H00N,H00O)
;
_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
F001 F 0.0376(3) 0.55031(11) 0.36334(19) 0.1060(11) Uani 1 1 d . . . . .
O002 O 0.1574(4) 0.43880(9) 0.53680(17) 0.0806(9) Uani 1 1 d . . . . .
O003 O 0.0722(4) 0.43135(8) 0.64604(19) 0.0870(10) Uani 1 1 d . . . . .
C004 C 0.3625(4) 0.55707(9) 0.4734(2) 0.0540(8) Uani 1 1 d . . . . .
N005 N 0.6193(3) 0.55318(8) 0.42583(19) 0.0594(8) Uani 1 1 d . . . . .
H005 H 0.6692 0.5549 0.4641 0.071 Uiso 1 1 calc R . . . .
C006 C 0.4685(4) 0.55421(8) 0.4212(2) 0.0522(8) Uani 1 1 d . . . . .
C007 C 0.3616(4) 0.53809(9) 0.6015(2) 0.0502(7) Uani 1 1 d . . . . .
C008 C 0.1438(5) 0.44975(10) 0.5962(2) 0.0616(10) Uani 1 1 d . . . . .
C009 C 0.4051(4) 0.56262(9) 0.5487(2) 0.0542(8) Uani 1 1 d . . . . .
C00A C 0.2854(4) 0.50475(9) 0.58226(19) 0.0554(8) Uani 1 1 d . . . . .
H00A H 0.2944 0.4976 0.5356 0.067 Uiso 1 1 calc R . . . .
C00B C 0.2050(4) 0.48352(10) 0.6231(2) 0.0602(9) Uani 1 1 d . . . . .
H00B H 0.1873 0.4902 0.6694 0.072 Uiso 1 1 calc R . . . .
C00C C 0.2146(4) 0.55511(11) 0.4519(2) 0.0629(10) Uani 1 1 d . . . . .
H00C H 0.1390 0.5563 0.4849 0.075 Uiso 1 1 calc R . . . .
C00D C 0.6797(4) 0.54879(12) 0.3584(3) 0.0687(11) Uani 1 1 d . . . . .
H00D H 0.7798 0.5474 0.3479 0.082 Uiso 1 1 calc R . . . .
C00E C 0.5183(5) 0.60032(11) 0.6374(3) 0.0731(12) Uani 1 1 d . . . . .
H00E H 0.5698 0.6212 0.6492 0.088 Uiso 1 1 calc R . . . .
C00F C 0.1819(4) 0.55144(13) 0.3810(3) 0.0705(12) Uani 1 1 d . . . . .
C00G C 0.4334(4) 0.55016(9) 0.3480(2) 0.0561(8) Uani 1 1 d . . . . .
C00H C 0.4840(5) 0.59326(10) 0.5687(2) 0.0666(10) Uani 1 1 d . . . . .
H00H H 0.5142 0.6094 0.5342 0.080 Uiso 1 1 calc R . . . .
C00I C 0.5685(5) 0.54702(12) 0.3114(3) 0.0685(10) Uani 1 1 d . . . . .
H00I H 0.5790 0.5442 0.2631 0.082 Uiso 1 1 calc R . . . .
C00J C 0.3989(4) 0.54540(11) 0.6710(2) 0.0614(9) Uani 1 1 d . . . . .
H00J H 0.3715 0.5292 0.7060 0.074 Uiso 1 1 calc R . . . .
C00K C 0.2851(5) 0.54928(12) 0.3294(2) 0.0663(10) Uani 1 1 d . . . . .
H00K H 0.2570 0.5472 0.2825 0.080 Uiso 1 1 calc R . . . .
C00L C 0.4761(5) 0.57636(12) 0.6889(2) 0.0703(11) Uani 1 1 d . . . . .
H00L H 0.4993 0.5809 0.7357 0.084 Uiso 1 1 calc R . . . .
C00M C 0.0150(9) 0.39578(14) 0.6244(4) 0.115(2) Uani 1 1 d . . . . .
H00F H -0.0323 0.3977 0.5788 0.139 Uiso 1 1 calc R . . . .
H00G H 0.0954 0.3786 0.6207 0.139 Uiso 1 1 calc R . . . .
C00N C -0.0894(7) 0.38371(14) 0.6757(5) 0.119(3) Uani 1 1 d . . . . .
H00M H -0.1401 0.3628 0.6584 0.179 Uiso 1 1 calc GR . . . .
H00N H -0.1596 0.4026 0.6848 0.179 Uiso 1 1 calc GR . . . .
H00O H -0.0387 0.3777 0.7184 0.179 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
F001 C00F 1.350(5) . ?
O002 C008 1.208(5) . ?
O003 C008 1.336(5) . ?
O003 C00M 1.475(6) . ?
C004 C006 1.386(5) . ?
C004 C009 1.498(5) . ?
C004 C00C 1.404(5) . ?
N005 H005 0.8600 . ?
N005 C006 1.370(5) . ?
N005 C00D 1.405(6) . ?
C006 C00G 1.437(6) . ?
C007 C009 1.412(5) . ?
C007 C00A 1.462(5) . ?
C007 C00J 1.392(6) . ?
C008 C00B 1.461(5) . ?
C009 C00H 1.394(5) . ?
C00A H00A 0.9300 . ?
C00A C00B 1.324(5) . ?
C00B H00B 0.9300 . ?
C00C H00C 0.9300 . ?
C00C C00F 1.389(6) . ?
C00D H00D 0.9300 . ?
C00D C00I 1.350(6) . ?
C00E H00E 0.9300 . ?
C00E C00H 1.370(6) . ?
C00E C00L 1.378(7) . ?
C00F C00K 1.359(6) . ?
C00G C00I 1.414(6) . ?
C00G C00K 1.390(6) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00J C00L 1.386(6) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00M H00F 0.9700 . ?
C00M H00G 0.9700 . ?
C00M C00N 1.432(8) . ?
C00N H00M 0.9600 . ?
C00N H00N 0.9600 . ?
C00N H00O 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
C008 O003 C00M 115.4(4) . . ?
C006 C004 C009 121.1(3) . . ?
C006 C004 C00C 116.7(4) . . ?
C00C C004 C009 122.1(4) . . ?
C006 N005 H005 125.3 . . ?
C006 N005 C00D 109.4(3) . . ?
C00D N005 H005 125.3 . . ?
C004 C006 C00G 123.3(3) . . ?
N005 C006 C004 130.3(4) . . ?
N005 C006 C00G 106.3(3) . . ?
C009 C007 C00A 119.9(3) . . ?
C00J C007 C009 118.9(3) . . ?
C00J C007 C00A 121.1(3) . . ?
O002 C008 O003 122.9(4) . . ?
O002 C008 C00B 125.2(4) . . ?
O003 C008 C00B 111.9(4) . . ?
C007 C009 C004 121.4(3) . . ?
C00H C009 C004 120.3(3) . . ?
C00H C009 C007 118.2(4) . . ?
C007 C00A H00A 116.0 . . ?
C00B C00A C007 128.0(3) . . ?
C00B C00A H00A 116.0 . . ?
C008 C00B H00B 119.6 . . ?
C00A C00B C008 120.8(4) . . ?
C00A C00B H00B 119.6 . . ?
C004 C00C H00C 120.3 . . ?
C00F C00C C004 119.5(4) . . ?
C00F C00C H00C 120.3 . . ?
N005 C00D H00D 125.7 . . ?
C00I C00D N005 108.7(4) . . ?
C00I C00D H00D 125.7 . . ?
C00H C00E H00E 120.2 . . ?
C00H C00E C00L 119.6(4) . . ?
C00L C00E H00E 120.2 . . ?
F001 C00F C00C 116.8(4) . . ?
F001 C00F C00K 119.0(4) . . ?
C00K C00F C00C 124.2(4) . . ?
C00I C00G C006 107.1(4) . . ?
C00K C00G C006 117.6(4) . . ?
C00K C00G C00I 135.2(4) . . ?
C009 C00H H00H 118.9 . . ?
C00E C00H C009 122.2(4) . . ?
C00E C00H H00H 118.9 . . ?
C00D C00I C00G 108.4(4) . . ?
C00D C00I H00I 125.8 . . ?
C00G C00I H00I 125.8 . . ?
C007 C00J H00J 119.4 . . ?
C00L C00J C007 121.2(4) . . ?
C00L C00J H00J 119.4 . . ?
C00F C00K C00G 118.7(4) . . ?
C00F C00K H00K 120.7 . . ?
C00G C00K H00K 120.7 . . ?
C00E C00L C00J 119.9(4) . . ?
C00E C00L H00L 120.1 . . ?
C00J C00L H00L 120.1 . . ?
O003 C00M H00F 109.9 . . ?
O003 C00M H00G 109.9 . . ?
H00F C00M H00G 108.3 . . ?
C00N C00M O003 108.7(5) . . ?
C00N C00M H00F 109.9 . . ?
C00N C00M H00G 109.9 . . ?
C00M C00N H00M 109.5 . . ?
C00M C00N H00N 109.5 . . ?
C00M C00N H00O 109.5 . . ?
H00M C00N H00N 109.5 . . ?
H00M C00N H00O 109.5 . . ?
H00N C00N H00O 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 1.278
_oxdiff_exptl_absorpt_empirical_full_min 0.850
####################################################################### 
# 
# 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_y-i_164
_database_code_depnum_ccdc_archive 'CCDC 1943456'
loop_
_audit_author_name
_audit_author_address
'Qiufeng Huang'
;Fujian Normal University
China
;
_audit_update_record             
;
2019-07-26 deposited with the CCDC.	2019-11-07 downloaded from the CCDC.
;
_audit_creation_date             2019-07-25
_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(C21 H19 N O4)'
_chemical_formula_sum            'C42 H38 N2 O8'
_chemical_formula_weight         698.74
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N'
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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.7100(8)
_cell_length_b                   13.5614(18)
_cell_length_c                   12.7131(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.322(7)
_cell_angle_gamma                90
_cell_volume                     1827.0(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1113
_cell_measurement_temperature    295.42(10)
_cell_measurement_theta_max      54.3000
_cell_measurement_theta_min      4.1580
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.720
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83184
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0685
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8673
_diffrn_reflns_point_group_measured_fraction_full 0.797
_diffrn_reflns_point_group_measured_fraction_max 0.765
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.587
_diffrn_reflns_theta_min         3.514
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.42(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  34.00   1.00    5.00    --  -40.45  38.00  90.00   99
  2  ω    -81.00  40.00   1.00    5.00    --  -40.45  19.00  30.00  121
  3  ω     23.00  96.00   1.00    5.00    --   40.45-125.00-180.00   73
  4  ω     71.00 178.00   1.00   10.00    --  103.24  77.00-180.00  107
  5  ω     75.00 178.00   1.00   10.00    --  103.24  30.00 -90.00  103
  6  ω     77.00 176.00   1.00   10.00    --  103.24  45.00 120.00   99
  7  ω     30.00 117.00   1.00   10.00    --  103.24-125.00 120.00   87
  8  ω     21.00 109.00   1.00   10.00    --  103.24 -94.00  30.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0891028000
_diffrn_orient_matrix_UB_12      0.0400731000
_diffrn_orient_matrix_UB_13      -0.0748221000
_diffrn_orient_matrix_UB_21      0.0193720000
_diffrn_orient_matrix_UB_22      0.0950134000
_diffrn_orient_matrix_UB_23      0.0668897000
_diffrn_orient_matrix_UB_31      0.1131153000
_diffrn_orient_matrix_UB_32      -0.0477596000
_diffrn_orient_matrix_UB_33      0.0702206000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.534
_reflns_Friedel_fraction_full    0.599
_reflns_Friedel_fraction_max     0.558
_reflns_number_gt                3297
_reflns_number_total             5544
_reflns_odcompleteness_completeness 97.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 894 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         5544
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0582
_refine_ls_restrained_S_all      1.017
_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)+(0.0550P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1598
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C015(H01A,H01B), C01E(H01N,H01O)
2.b Aromatic/amide H refined with riding coordinates:
 N008(H008), N00A(H00A), C00I(H00I), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00Q(H00Q), C00S(H00S), C00T(H00T), C00U(H00U), C00X(H00X),
 C00Y(H00Y), C010(H010), C011(H011), C014(H014), C016(H016), C017(H017),
 C018(H018), C019(H019), C01A(H01C), C01C(H01D)
2.c Idealised Me refined as rotating group:
 C01B(H01K,H01L,H01M), C01D(H01E,H01F,H01G), C01F(H01H,H01I,H01J), C01G(H01P,
 H01Q,H01R)
;
_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 0.5806(4) 0.3578(4) 0.4711(3) 0.0696(14) Uani 1 1 d . . . . .
O002 O 0.5088(3) 0.3533(4) 0.6280(3) 0.0669(13) Uani 1 1 d . . . . .
O003 O 1.0899(4) 0.5728(5) 0.2734(4) 0.0843(18) Uani 1 1 d . . . . .
O004 O 1.2233(4) 0.5934(5) 0.4245(4) 0.0776(15) Uani 1 1 d . . . . .
O005 O 0.8205(4) 0.5961(5) 0.7651(3) 0.0921(19) Uani 1 1 d . . . . .
O006 O -0.1865(4) 0.3367(5) 0.1833(4) 0.0922(19) Uani 1 1 d . . . . .
O007 O 0.6236(5) 0.6433(5) 0.7714(4) 0.0915(19) Uani 1 1 d . . . . .
N008 N 0.2112(5) 0.5352(5) 0.6596(4) 0.0665(16) Uani 1 1 d . . . . .
H008 H 0.2066 0.5423 0.5919 0.080 Uiso 1 1 calc R . . . .
O009 O 0.0130(5) 0.3216(6) 0.1571(4) 0.105(2) Uani 1 1 d . . . . .
N00A N 0.5199(5) 0.4346(5) 0.2490(4) 0.0657(16) Uani 1 1 d . . . . .
H00A H 0.5281 0.4183 0.3150 0.079 Uiso 1 1 calc R . . . .
C00B C 0.5629(5) 0.5202(5) 0.2094(5) 0.0544(16) Uani 1 1 d . . . . .
C00C C -0.0337(6) 0.3380(6) 0.3338(5) 0.0609(18) Uani 1 1 d . . . . .
C00D C 0.6288(5) 0.5974(6) 0.2636(4) 0.0537(16) Uani 1 1 d . . . . .
C00E C 0.7766(5) 0.6001(5) 0.4392(4) 0.0500(15) Uani 1 1 d . . . . .
C00F C 0.4939(5) 0.3574(6) 0.5222(5) 0.0574(17) Uani 1 1 d . . . . .
C00G C 0.1303(5) 0.3545(5) 0.4850(4) 0.0513(15) Uani 1 1 d . . . . .
C00H C 0.6535(5) 0.6006(5) 0.3814(4) 0.0506(15) Uani 1 1 d . . . . .
C00I C 0.0937(5) 0.3403(6) 0.3770(4) 0.0582(16) Uani 1 1 d . . . . .
H00I H 0.1548 0.3323 0.3327 0.070 Uiso 1 1 calc R . . . .
C00J C 0.7047(6) 0.6194(6) 0.7204(5) 0.0622(18) Uani 1 1 d . . . . .
C00K C 0.1507(6) 0.4633(6) 0.7102(5) 0.0600(17) Uani 1 1 d . . . . .
C00L C 0.8866(5) 0.5913(6) 0.3832(5) 0.0569(16) Uani 1 1 d . . . . .
H00L H 0.8731 0.5740 0.3116 0.068 Uiso 1 1 calc R . . . .
C00M C -0.0896(5) 0.3609(6) 0.5071(5) 0.0611(18) Uani 1 1 d . . . . .
H00M H -0.1522 0.3662 0.5505 0.073 Uiso 1 1 calc R . . . .
C00N C 0.5515(5) 0.6062(6) 0.4378(5) 0.0587(17) Uani 1 1 d . . . . .
H00N H 0.4701 0.6059 0.4006 0.070 Uiso 1 1 calc R . . . .
C00O C 1.0050(5) 0.6069(6) 0.4291(5) 0.0589(17) Uani 1 1 d . . . . .
H00O H 1.0171 0.6292 0.4990 0.071 Uiso 1 1 calc R . . . .
C00P C 0.5296(6) 0.5184(6) 0.0973(5) 0.0625(18) Uani 1 1 d . . . . .
C00Q C 0.2653(5) 0.3534(6) 0.5295(4) 0.0547(16) Uani 1 1 d . . . . .
H00Q H 0.2852 0.3461 0.6028 0.066 Uiso 1 1 calc R . . . .
C00R C -0.0628(6) 0.3305(7) 0.2162(5) 0.072(2) Uani 1 1 d . . . . .
C00S C 0.5675(5) 0.6120(5) 0.5463(5) 0.0603(18) Uani 1 1 d . . . . .
H00S H 0.4976 0.6165 0.5817 0.072 Uiso 1 1 calc R . . . .
C00T C 0.7904(5) 0.6034(5) 0.5491(4) 0.0539(16) Uani 1 1 d . . . . .
H00T H 0.8712 0.6002 0.5874 0.065 Uiso 1 1 calc R . . . .
C00U C 0.6665(6) 0.6739(6) 0.2014(5) 0.0651(18) Uani 1 1 d . . . . .
H00U H 0.7129 0.7262 0.2343 0.078 Uiso 1 1 calc R . . . .
C00V C 0.6886(6) 0.6111(5) 0.6036(5) 0.0550(16) Uani 1 1 d . . . . .
C00W C 1.1176(6) 0.5913(6) 0.3775(5) 0.0639(18) Uani 1 1 d . . . . .
C00X C 0.3606(5) 0.3618(6) 0.4747(4) 0.0575(17) Uani 1 1 d . . . . .
H00X H 0.3422 0.3711 0.4016 0.069 Uiso 1 1 calc R . . . .
C00Y C 0.5668(6) 0.5973(7) 0.0377(5) 0.071(2) Uani 1 1 d . . . . .
H00Y H 0.5454 0.5984 -0.0358 0.085 Uiso 1 1 calc R . . . .
C00Z C 0.0384(5) 0.3679(5) 0.5527(4) 0.0508(15) Uani 1 1 d . . . . .
C010 C -0.1235(5) 0.3465(6) 0.3999(5) 0.0621(18) Uani 1 1 d . . . . .
H010 H -0.2085 0.3425 0.3717 0.075 Uiso 1 1 calc R . . . .
C011 C 0.0198(6) 0.3285(6) 0.7425(5) 0.069(2) Uani 1 1 d . . . . .
H011 H -0.0368 0.2789 0.7177 0.082 Uiso 1 1 calc R . . . .
C012 C 0.0700(6) 0.3875(5) 0.6684(5) 0.0572(18) Uani 1 1 d . . . . .
C013 C 0.1824(6) 0.4798(6) 0.8209(5) 0.068(2) Uani 1 1 d . . . . .
C014 C 0.6353(6) 0.6729(6) 0.0896(5) 0.072(2) Uani 1 1 d . . . . .
H014 H 0.6617 0.7247 0.0503 0.086 Uiso 1 1 calc R . . . .
C015 C 0.6362(5) 0.3491(7) 0.6828(5) 0.072(2) Uani 1 1 d . . . . .
H01A H 0.6852 0.4037 0.6612 0.087 Uiso 1 1 calc R . . . .
H01B H 0.6762 0.2879 0.6664 0.087 Uiso 1 1 calc R . . . .
C016 C 0.4606(7) 0.3786(7) 0.1643(6) 0.079(2) Uani 1 1 d . . . . .
H016 H 0.4245 0.3168 0.1697 0.095 Uiso 1 1 calc R . . . .
C017 C 0.4642(7) 0.4287(7) 0.0729(6) 0.079(2) Uani 1 1 d . . . . .
H017 H 0.4295 0.4077 0.0053 0.095 Uiso 1 1 calc R . . . .
C018 C 0.1326(8) 0.4159(8) 0.8906(6) 0.086(3) Uani 1 1 d . . . . .
H018 H 0.1545 0.4237 0.9636 0.103 Uiso 1 1 calc R . . . .
C019 C 0.0511(7) 0.3412(8) 0.8512(6) 0.082(2) Uani 1 1 d . . . . .
H019 H 0.0173 0.2994 0.8978 0.098 Uiso 1 1 calc R . . . .
C01A C 0.2806(7) 0.5944(7) 0.7361(6) 0.085(2) Uani 1 1 d . . . . .
H01C H 0.3305 0.6476 0.7223 0.101 Uiso 1 1 calc R . . . .
C01B C 0.8496(8) 0.6044(9) 0.8806(5) 0.109(4) Uani 1 1 d . . . . .
H01K H 0.8407 0.6719 0.9012 0.163 Uiso 1 1 calc GR . . . .
H01L H 0.9347 0.5830 0.9032 0.163 Uiso 1 1 calc GR . . . .
H01M H 0.7925 0.5639 0.9132 0.163 Uiso 1 1 calc GR . . . .
C01C C 0.2642(8) 0.5626(8) 0.8331(7) 0.095(3) Uani 1 1 d . . . . .
H01D H 0.3003 0.5901 0.8973 0.114 Uiso 1 1 calc R . . . .
C01D C 0.6288(7) 0.3550(10) 0.7992(6) 0.112(4) Uani 1 1 d . . . . .
H01E H 0.5926 0.4171 0.8149 0.168 Uiso 1 1 calc GR . . . .
H01F H 0.7121 0.3494 0.8385 0.168 Uiso 1 1 calc GR . . . .
H01G H 0.5771 0.3022 0.8189 0.168 Uiso 1 1 calc GR . . . .
C01E C 1.1960(8) 0.5520(9) 0.2180(6) 0.111(4) Uani 1 1 d . . . . .
H01N H 1.2740 0.5717 0.2615 0.133 Uiso 1 1 calc R . . . .
H01O H 1.2003 0.4818 0.2042 0.133 Uiso 1 1 calc R . . . .
C01F C -0.2235(8) 0.3340(10) 0.0685(6) 0.125(4) Uani 1 1 d . . . . .
H01H H -0.1833 0.3871 0.0364 0.188 Uiso 1 1 calc GR . . . .
H01I H -0.3135 0.3409 0.0522 0.188 Uiso 1 1 calc GR . . . .
H01J H -0.1983 0.2723 0.0413 0.188 Uiso 1 1 calc GR . . . .
C01G C 1.1809(12) 0.6038(11) 0.1225(8) 0.169(6) Uani 1 1 d . . . . .
H01P H 1.2356 0.5766 0.0765 0.254 Uiso 1 1 calc GR . . . .
H01Q H 1.2018 0.6719 0.1362 0.254 Uiso 1 1 calc GR . . . .
H01R H 1.0948 0.5987 0.0890 0.254 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 C00F 1.207(7) . ?
O002 C00F 1.333(7) . ?
O002 C015 1.440(6) . ?
O003 C00W 1.338(8) . ?
O003 C01E 1.448(8) . ?
O004 C00W 1.201(7) . ?
O005 C00J 1.326(8) . ?
O005 C01B 1.460(8) . ?
O006 C00R 1.333(8) . ?
O006 C01F 1.456(8) . ?
O007 C00J 1.201(7) . ?
N008 H008 0.8600 . ?
N008 C00K 1.379(9) . ?
N008 C01A 1.391(9) . ?
O009 C00R 1.190(8) . ?
N00A H00A 0.8600 . ?
N00A C00B 1.371(8) . ?
N00A C016 1.394(9) . ?
C00B C00D 1.388(9) . ?
C00B C00P 1.419(8) . ?
C00C C00I 1.395(8) . ?
C00C C00R 1.486(9) . ?
C00C C010 1.370(8) . ?
C00D C00H 1.483(8) . ?
C00D C00U 1.399(9) . ?
C00E C00H 1.413(7) . ?
C00E C00L 1.467(7) . ?
C00E C00T 1.384(8) . ?
C00F C00X 1.469(7) . ?
C00G C00I 1.385(8) . ?
C00G C00Q 1.475(7) . ?
C00G C00Z 1.411(7) . ?
C00H C00N 1.393(7) . ?
C00I H00I 0.9300 . ?
C00J C00V 1.474(8) . ?
C00K C012 1.398(9) . ?
C00K C013 1.417(9) . ?
C00L H00L 0.9300 . ?
C00L C00O 1.333(7) . ?
C00M H00M 0.9300 . ?
C00M C00Z 1.412(7) . ?
C00M C010 1.373(8) . ?
C00N H00N 0.9300 . ?
C00N C00S 1.367(8) . ?
C00O H00O 0.9300 . ?
C00O C00W 1.470(8) . ?
C00P C00Y 1.402(10) . ?
C00P C017 1.416(10) . ?
C00Q H00Q 0.9300 . ?
C00Q C00X 1.322(7) . ?
C00S H00S 0.9300 . ?
C00S C00V 1.393(8) . ?
C00T H00T 0.9300 . ?
C00T C00V 1.379(8) . ?
C00U H00U 0.9300 . ?
C00U C014 1.412(9) . ?
C00X H00X 0.9300 . ?
C00Y H00Y 0.9300 . ?
C00Y C014 1.373(10) . ?
C00Z C012 1.484(8) . ?
C010 H010 0.9300 . ?
C011 H011 0.9300 . ?
C011 C012 1.401(9) . ?
C011 C019 1.385(9) . ?
C013 C018 1.398(11) . ?
C013 C01C 1.419(11) . ?
C014 H014 0.9300 . ?
C015 H01A 0.9700 . ?
C015 H01B 0.9700 . ?
C015 C01D 1.495(10) . ?
C016 H016 0.9300 . ?
C016 C017 1.350(11) . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C018 C019 1.383(12) . ?
C019 H019 0.9300 . ?
C01A H01C 0.9300 . ?
C01A C01C 1.341(11) . ?
C01B H01K 0.9600 . ?
C01B H01L 0.9600 . ?
C01B H01M 0.9600 . ?
C01C H01D 0.9300 . ?
C01D H01E 0.9600 . ?
C01D H01F 0.9600 . ?
C01D H01G 0.9600 . ?
C01E H01N 0.9700 . ?
C01E H01O 0.9700 . ?
C01E C01G 1.391(12) . ?
C01F H01H 0.9600 . ?
C01F H01I 0.9600 . ?
C01F H01J 0.9600 . ?
C01G H01P 0.9600 . ?
C01G H01Q 0.9600 . ?
C01G H01R 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
C00F O002 C015 117.2(5) . . ?
C00W O003 C01E 116.1(5) . . ?
C00J O005 C01B 117.6(6) . . ?
C00R O006 C01F 115.3(6) . . ?
C00K N008 H008 125.6 . . ?
C00K N008 C01A 108.8(6) . . ?
C01A N008 H008 125.6 . . ?
C00B N00A H00A 125.8 . . ?
C00B N00A C016 108.5(6) . . ?
C016 N00A H00A 125.8 . . ?
N00A C00B C00D 129.0(6) . . ?
N00A C00B C00P 107.8(6) . . ?
C00D C00B C00P 123.2(6) . . ?
C00I C00C C00R 116.6(6) . . ?
C010 C00C C00I 119.3(5) . . ?
C010 C00C C00R 124.0(5) . . ?
C00B C00D C00H 121.8(6) . . ?
C00B C00D C00U 116.5(6) . . ?
C00U C00D C00H 121.6(6) . . ?
C00H C00E C00L 120.2(5) . . ?
C00T C00E C00H 118.7(5) . . ?
C00T C00E C00L 121.1(5) . . ?
O001 C00F O002 123.7(5) . . ?
O001 C00F C00X 123.8(5) . . ?
O002 C00F C00X 112.6(5) . . ?
C00I C00G C00Q 120.0(5) . . ?
C00I C00G C00Z 120.0(5) . . ?
C00Z C00G C00Q 120.0(5) . . ?
C00E C00H C00D 122.8(5) . . ?
C00N C00H C00D 118.9(5) . . ?
C00N C00H C00E 118.3(5) . . ?
C00C C00I H00I 119.5 . . ?
C00G C00I C00C 120.9(5) . . ?
C00G C00I H00I 119.5 . . ?
O005 C00J C00V 112.3(6) . . ?
O007 C00J O005 122.6(6) . . ?
O007 C00J C00V 125.1(6) . . ?
N008 C00K C012 130.4(6) . . ?
N008 C00K C013 106.9(6) . . ?
C012 C00K C013 122.6(7) . . ?
C00E C00L H00L 118.2 . . ?
C00O C00L C00E 123.6(6) . . ?
C00O C00L H00L 118.2 . . ?
C00Z C00M H00M 119.4 . . ?
C010 C00M H00M 119.4 . . ?
C010 C00M C00Z 121.2(6) . . ?
C00H C00N H00N 119.0 . . ?
C00S C00N C00H 122.0(5) . . ?
C00S C00N H00N 119.0 . . ?
C00L C00O H00O 117.6 . . ?
C00L C00O C00W 124.9(6) . . ?
C00W C00O H00O 117.6 . . ?
C00Y C00P C00B 118.7(7) . . ?
C00Y C00P C017 135.1(7) . . ?
C017 C00P C00B 106.2(6) . . ?
C00G C00Q H00Q 117.1 . . ?
C00X C00Q C00G 125.9(5) . . ?
C00X C00Q H00Q 117.1 . . ?
O006 C00R C00C 111.4(6) . . ?
O009 C00R O006 123.1(6) . . ?
O009 C00R C00C 125.4(6) . . ?
C00N C00S H00S 120.0 . . ?
C00N C00S C00V 119.9(6) . . ?
C00V C00S H00S 120.0 . . ?
C00E C00T H00T 118.9 . . ?
C00V C00T C00E 122.2(5) . . ?
C00V C00T H00T 118.9 . . ?
C00D C00U H00U 119.5 . . ?
C00D C00U C014 121.1(7) . . ?
C014 C00U H00U 119.5 . . ?
C00S C00V C00J 119.4(5) . . ?
C00T C00V C00J 121.8(5) . . ?
C00T C00V C00S 118.8(5) . . ?
O003 C00W C00O 112.9(5) . . ?
O004 C00W O003 123.7(6) . . ?
O004 C00W C00O 123.4(6) . . ?
C00F C00X H00X 118.0 . . ?
C00Q C00X C00F 123.9(5) . . ?
C00Q C00X H00X 118.0 . . ?
C00P C00Y H00Y 120.5 . . ?
C014 C00Y C00P 119.0(6) . . ?
C014 C00Y H00Y 120.5 . . ?
C00G C00Z C00M 117.6(5) . . ?
C00G C00Z C012 123.3(5) . . ?
C00M C00Z C012 119.2(5) . . ?
C00C C010 C00M 120.8(5) . . ?
C00C C010 H010 119.6 . . ?
C00M C010 H010 119.6 . . ?
C012 C011 H011 118.7 . . ?
C019 C011 H011 118.7 . . ?
C019 C011 C012 122.6(8) . . ?
C00K C012 C00Z 123.2(6) . . ?
C00K C012 C011 116.1(6) . . ?
C011 C012 C00Z 120.6(6) . . ?
C00K C013 C01C 106.7(7) . . ?
C018 C013 C00K 118.3(7) . . ?
C018 C013 C01C 135.0(7) . . ?
C00U C014 H014 119.3 . . ?
C00Y C014 C00U 121.5(7) . . ?
C00Y C014 H014 119.3 . . ?
O002 C015 H01A 110.3 . . ?
O002 C015 H01B 110.3 . . ?
O002 C015 C01D 107.1(5) . . ?
H01A C015 H01B 108.5 . . ?
C01D C015 H01A 110.3 . . ?
C01D C015 H01B 110.3 . . ?
N00A C016 H016 125.5 . . ?
C017 C016 N00A 109.0(7) . . ?
C017 C016 H016 125.5 . . ?
C00P C017 H017 125.7 . . ?
C016 C017 C00P 108.6(7) . . ?
C016 C017 H017 125.7 . . ?
C013 C018 H018 119.9 . . ?
C019 C018 C013 120.2(7) . . ?
C019 C018 H018 119.9 . . ?
C011 C019 H019 120.0 . . ?
C018 C019 C011 120.1(8) . . ?
C018 C019 H019 120.0 . . ?
N008 C01A H01C 125.4 . . ?
C01C C01A N008 109.2(8) . . ?
C01C C01A H01C 125.4 . . ?
O005 C01B H01K 109.5 . . ?
O005 C01B H01L 109.5 . . ?
O005 C01B H01M 109.5 . . ?
H01K C01B H01L 109.5 . . ?
H01K C01B H01M 109.5 . . ?
H01L C01B H01M 109.5 . . ?
C013 C01C H01D 125.8 . . ?
C01A C01C C013 108.4(7) . . ?
C01A C01C H01D 125.8 . . ?
C015 C01D H01E 109.5 . . ?
C015 C01D H01F 109.5 . . ?
C015 C01D H01G 109.5 . . ?
H01E C01D H01F 109.5 . . ?
H01E C01D H01G 109.5 . . ?
H01F C01D H01G 109.5 . . ?
O003 C01E H01N 109.9 . . ?
O003 C01E H01O 109.9 . . ?
H01N C01E H01O 108.3 . . ?
C01G C01E O003 109.0(8) . . ?
C01G C01E H01N 109.9 . . ?
C01G C01E H01O 109.9 . . ?
O006 C01F H01H 109.5 . . ?
O006 C01F H01I 109.5 . . ?
O006 C01F H01J 109.5 . . ?
H01H C01F H01I 109.5 . . ?
H01H C01F H01J 109.5 . . ?
H01I C01F H01J 109.5 . . ?
C01E C01G H01P 109.5 . . ?
C01E C01G H01Q 109.5 . . ?
C01E C01G H01R 109.5 . . ?
H01P C01G H01Q 109.5 . . ?
H01P C01G H01R 109.5 . . ?
H01Q C01G H01R 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 1.223
_oxdiff_exptl_absorpt_empirical_full_min 0.891
