# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_no2019-04-higashida-1
_database_code_depnum_ccdc_archive 'CCDC 1966275'
loop_
_audit_author_name
_audit_author_address
'Makoto Sako'
;Osaka University
Japan
;
_audit_update_record             
;
2019-11-18 deposited with the CCDC.	2021-06-22 downloaded from the CCDC.
;
_audit_creation_date             2019-05-21
_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         'C26 H17 N O2, C4 H8 O2'
_chemical_formula_sum            'C30 H25 N O4'
_chemical_formula_weight         463.51
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H25 N1 O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   9.01950(10)
_cell_length_b                   13.04640(10)
_cell_length_c                   19.72120(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2320.63(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20216
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.4860
_cell_measurement_theta_min      4.0290
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.861
_exptl_absorpt_coefficient_mu    0.707
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.538
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            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             976
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 6 9 0.0666
-5 4 2 0.0894
-1 -6 -9 0.0547
5 -4 -3 0.0439
0 7 8 0.0616
1 6 -9 0.0775
0 -7 -7 0.0456
-1 -6 9 0.0522

_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.1341 6.1356 8.8245 0.0123 -0.0234 0.9997
-5.1597 3.8433 1.6756 -0.4140 0.7839 0.4628
-0.6489 -5.9010 -9.0776 -0.0764 0.1449 -0.9865
4.8114 -4.4485 -2.8205 0.3828 -0.7247 -0.5730
-0.1158 6.7908 7.6513 0.1033 0.0545 0.9932
1.4053 5.9770 -8.5286 0.8833 0.4664 0.0465
0.0558 -6.9900 -7.2332 -0.1397 -0.0737 -0.9874
-1.4200 -5.6966 8.9451 -0.8843 -0.4670 -0.0001

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22800
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.894
_diffrn_reflns_theta_min         4.063
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00   3.00   0.50    0.50    --  -35.00 -77.00-120.00   56
  2  ω    -39.00 -14.00   0.50    0.50    --  -35.00 -82.00-120.00   50
  3  ω    -78.00  54.00   0.50    0.50    --  -35.00  38.00  90.00  264
  4  ω      2.00  35.00   0.50    0.50    --   43.60  77.00-180.00   66
  5  ω      3.00  37.00   0.50    0.50    --   43.60  77.00   0.00   68
  6  ω      7.00  43.00   0.50    0.50    --   43.60  77.00-150.00   72
  7  ω     19.00  48.00   0.50    0.50    --   43.60  77.00 -30.00   58
  8  ω     11.00  37.00   0.50    0.50    --   43.60  77.00-120.00   52
  9  ω      4.00  48.00   0.50    0.50    --   43.60  77.00 120.00   88
 10  ω     95.00 121.00   0.50    0.50    --   43.60  82.00-120.00   52
 11  ω     10.00  47.00   0.50    0.50    --   43.60  77.00 -90.00   74
 12  ω    101.00 133.00   0.50    0.50    --   43.60  77.00  60.00   64
 13  ω     86.00 115.00   0.50    0.50    --   43.60  82.00-150.00   58
 14  ω     82.00 128.00   0.50    0.50    --   43.60  82.00 -60.00   92
 15  ω     21.00 126.00   0.50    0.50    --  109.30 -82.00 -60.00  210
 16  ω     26.00  63.00   0.50    0.50    --  109.30 -82.00  90.00   74
 17  ω     48.00 137.00   0.50    0.50    --  109.30 -82.00 150.00  178
 18  ω    166.00 198.00   0.50    0.50    --  109.30  61.00 150.00   64
 19  ω     91.00 117.00   0.50    0.50    --  109.30  61.00 150.00   52
 20  ω     42.00 152.00   0.50    0.50    --  109.30 -82.00 -30.00  220
 21  ω     81.00 126.00   0.50    0.50    --  109.30 -82.00-120.00   90
 22  ω     20.00 163.00   0.50    0.50    --  109.30 -15.00 -90.00  286
 23  ω    116.00 183.00   0.50    0.50    --  109.30  61.00 -90.00  134
 24  ω     85.00 119.00   0.50    0.50    --  109.30 -82.00  30.00   68
 25  ω     90.00 116.00   0.50    0.50    --  109.30 -82.00  60.00   52
 26  ω     50.00  81.00   0.50    0.50    --  109.30 -82.00  30.00   62
 27  ω     23.00 198.00   0.50    0.50    --  109.30 -15.00  90.00  350
 28  ω     82.00 107.00   0.50    0.50    --  109.30 -82.00  90.00   50
 29  ω     20.00 132.00   0.50    0.50    --  109.30 -61.00 150.00  224
;
_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      0.1139391000
_diffrn_orient_matrix_UB_12      0.0629741000
_diffrn_orient_matrix_UB_13      -0.0406649000
_diffrn_orient_matrix_UB_21      -0.1270034000
_diffrn_orient_matrix_UB_22      0.0508791000
_diffrn_orient_matrix_UB_23      -0.0399619000
_diffrn_orient_matrix_UB_31      -0.0083294000
_diffrn_orient_matrix_UB_32      0.0859398000
_diffrn_orient_matrix_UB_33      0.0534015000
_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         0.747
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                4728
_reflns_number_total             4768
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (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         0.183
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 2013 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(4)
_refine_ls_extinction_coef       0.0040(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4768
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0246
_refine_ls_R_factor_gt           0.0244
_refine_ls_restrained_S_all      1.046
_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)+(0.0333P)²+0.4932P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0638
_refine_ls_wR_factor_ref         0.0639
_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:
 C00X(H00A,H00B)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), C00D(H00D), C00E(H00E), C00G(H00G), C00J(H00J), C00K(H00K),
 C00L(H00L), C00M(H00M), C00N(H00N), C00Q(H00Q), C00R(H00R), C00S(H00S),
 C00T(H00T), C00U(H00U), C00W(H00W)
2.c Idealised Me refined as rotating group:
 C00Y(H00C,H00F,H00H), C00Z(H00I,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 0.16954(12) 0.12393(8) 0.58829(6) 0.0215(2) Uani 1 1 d . . . . .
O002 O 0.46896(12) 0.23182(8) 0.47532(5) 0.0199(2) Uani 1 1 d . . . . .
O003 O 0.45567(14) 0.63759(9) 0.56534(6) 0.0278(3) Uani 1 1 d . . . . .
O004 O 0.53524(15) 0.77247(9) 0.50547(6) 0.0300(3) Uani 1 1 d . . . . .
N005 N 0.09096(14) 0.53256(9) 0.56146(6) 0.0170(3) Uani 1 1 d . . . . .
H005 H 0.046976 0.582101 0.538821 0.020 Uiso 1 1 calc R . . . .
C006 C 0.32839(15) 0.31076(10) 0.56626(7) 0.0140(3) Uani 1 1 d . . . . .
C007 C 0.38457(15) 0.22803(11) 0.61199(7) 0.0145(3) Uani 1 1 d . . . . .
C008 C 0.08017(16) 0.51617(11) 0.62972(7) 0.0157(3) Uani 1 1 d . . . . .
C009 C 0.23184(15) 0.39182(11) 0.58597(7) 0.0142(3) Uani 1 1 d . . . . .
C00A C 0.30192(16) 0.13983(11) 0.61999(7) 0.0162(3) Uani 1 1 d . . . . .
C00B C 0.07287(16) 0.45995(11) 0.76475(7) 0.0169(3) Uani 1 1 d . . . . .
C00C C 0.56535(16) 0.16040(11) 0.69443(7) 0.0165(3) Uani 1 1 d . . . . .
C00D C 0.34881(17) 0.06066(11) 0.66421(7) 0.0186(3) Uani 1 1 d . . . . .
H00D H 0.291424 -0.000083 0.668310 0.022 Uiso 1 1 calc R . . . .
C00E C 0.21732(16) 0.44721(11) 0.46562(7) 0.0171(3) Uani 1 1 d . . . . .
H00E H 0.177044 0.491736 0.432248 0.021 Uiso 1 1 calc R . . . .
C00F C 0.18173(15) 0.45901(10) 0.53402(7) 0.0151(3) Uani 1 1 d . . . . .
C00G C 0.31238(17) 0.36930(11) 0.44790(7) 0.0176(3) Uani 1 1 d . . . . .
H00G H 0.339800 0.359742 0.401820 0.021 Uiso 1 1 calc R . . . .
C00H C 0.36847(15) 0.30420(11) 0.49802(7) 0.0157(3) Uani 1 1 d . . . . .
C00I C 0.52113(16) 0.23867(11) 0.64846(7) 0.0153(3) Uani 1 1 d . . . . .
C00J C -0.00339(15) 0.57623(11) 0.67524(8) 0.0178(3) Uani 1 1 d . . . . .
H00J H -0.055324 0.635298 0.660096 0.021 Uiso 1 1 calc R . . . .
C00K C 0.06851(17) 0.43386(12) 0.83456(8) 0.0204(3) Uani 1 1 d . . . . .
H00K H 0.007954 0.472753 0.864420 0.024 Uiso 1 1 calc R . . . .
C00L C -0.00751(16) 0.54721(12) 0.74142(8) 0.0187(3) Uani 1 1 d . . . . .
H00L H -0.065002 0.585774 0.772697 0.022 Uiso 1 1 calc R . . . .
C00M C 0.23909(17) 0.29633(11) 0.81567(8) 0.0195(3) Uani 1 1 d . . . . .
H00M H 0.297230 0.241601 0.833077 0.023 Uiso 1 1 calc R . . . .
C00N C 0.24331(17) 0.31845(11) 0.74751(7) 0.0178(3) Uani 1 1 d . . . . .
H00N H 0.303068 0.277458 0.718562 0.021 Uiso 1 1 calc R . . . .
C00O C 0.16150(15) 0.40023(11) 0.71928(7) 0.0156(3) Uani 1 1 d . . . . .
C00P C 0.16323(15) 0.42901(10) 0.64864(7) 0.0148(3) Uani 1 1 d . . . . .
C00Q C 0.61162(17) 0.32695(12) 0.64216(8) 0.0202(3) Uani 1 1 d . . . . .
H00Q H 0.583552 0.380009 0.611769 0.024 Uiso 1 1 calc R . . . .
C00R C 0.47606(17) 0.07130(11) 0.70094(7) 0.0186(3) Uani 1 1 d . . . . .
H00R H 0.505307 0.018432 0.731241 0.022 Uiso 1 1 calc R . . . .
C00S C 0.69624(17) 0.17383(12) 0.73323(7) 0.0200(3) Uani 1 1 d . . . . .
H00S H 0.725082 0.122436 0.764696 0.024 Uiso 1 1 calc R . . . .
C00T C 0.14961(17) 0.35392(12) 0.85978(7) 0.0210(3) Uani 1 1 d . . . . .
H00T H 0.145459 0.337513 0.906676 0.025 Uiso 1 1 calc R . . . .
C00U C 0.78148(17) 0.25973(12) 0.72596(8) 0.0222(3) Uani 1 1 d . . . . .
H00U H 0.869064 0.267627 0.752203 0.027 Uiso 1 1 calc R . . . .
C00V C 0.45889(19) 0.73687(12) 0.55013(8) 0.0242(3) Uani 1 1 d . . . . .
C00W C 0.73948(18) 0.33672(12) 0.67948(9) 0.0240(3) Uani 1 1 d . . . . .
H00W H 0.800040 0.395713 0.673965 0.029 Uiso 1 1 calc R . . . .
C00X C 0.55098(19) 0.57013(12) 0.52626(9) 0.0246(3) Uani 1 1 d . . . . .
H00A H 0.557205 0.595189 0.478967 0.029 Uiso 1 1 calc R . . . .
H00B H 0.507832 0.500365 0.525417 0.029 Uiso 1 1 calc R . . . .
C00Y C 0.70401(19) 0.56588(13) 0.55649(9) 0.0284(4) Uani 1 1 d . . . . .
H00C H 0.696918 0.548635 0.604746 0.043 Uiso 1 1 calc GR . . . .
H00F H 0.752209 0.632750 0.551369 0.043 Uiso 1 1 calc GR . . . .
H00H H 0.762584 0.513471 0.533039 0.043 Uiso 1 1 calc GR . . . .
C00Z C 0.3566(3) 0.79740(16) 0.59418(10) 0.0397(5) Uani 1 1 d . . . . .
H00I H 0.254538 0.774061 0.587098 0.060 Uiso 1 1 calc GR . . . .
H00O H 0.364221 0.870232 0.582517 0.060 Uiso 1 1 calc GR . . . .
H00P H 0.384063 0.787641 0.641825 0.060 Uiso 1 1 calc GR . . . .
H001 H 0.140(3) 0.1781(18) 0.5670(11) 0.036(6) Uiso 1 1 d . . . . .
H002 H 0.498(3) 0.1968(18) 0.5095(12) 0.039(6) 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 C00A 1.3637(18) . ?
O002 C00H 1.3834(17) . ?
O003 C00V 1.330(2) . ?
O003 C00X 1.452(2) . ?
O004 C00V 1.211(2) . ?
N005 C008 1.3666(19) . ?
N005 C00F 1.3725(19) . ?
C006 C007 1.4950(19) . ?
C006 C009 1.4240(19) . ?
C006 C00H 1.3960(19) . ?
C007 C00A 1.380(2) . ?
C007 C00I 1.4330(19) . ?
C008 C00J 1.410(2) . ?
C008 C00P 1.412(2) . ?
C009 C00F 1.4221(19) . ?
C009 C00P 1.4650(19) . ?
C00A C00D 1.416(2) . ?
C00B C00K 1.419(2) . ?
C00B C00L 1.426(2) . ?
C00B C00O 1.432(2) . ?
C00C C00I 1.423(2) . ?
C00C C00R 1.420(2) . ?
C00C C00S 1.418(2) . ?
C00D C00R 1.364(2) . ?
C00E C00F 1.395(2) . ?
C00E C00G 1.375(2) . ?
C00G C00H 1.398(2) . ?
C00I C00Q 1.417(2) . ?
C00J C00L 1.359(2) . ?
C00K C00T 1.368(2) . ?
C00M C00N 1.375(2) . ?
C00M C00T 1.405(2) . ?
C00N C00O 1.412(2) . ?
C00O C00P 1.4429(19) . ?
C00Q C00W 1.374(2) . ?
C00S C00U 1.366(2) . ?
C00U C00W 1.412(2) . ?
C00V C00Z 1.493(2) . ?
C00X C00Y 1.504(2) . ?

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
C00V O003 C00X 117.24(13) . . ?
C008 N005 C00F 108.75(12) . . ?
C009 C006 C007 125.36(12) . . ?
C00H C006 C007 116.71(12) . . ?
C00H C006 C009 117.84(12) . . ?
C00A C007 C006 119.20(12) . . ?
C00A C007 C00I 119.18(12) . . ?
C00I C007 C006 121.61(12) . . ?
N005 C008 C00J 125.34(14) . . ?
N005 C008 C00P 110.40(13) . . ?
C00J C008 C00P 124.26(13) . . ?
C006 C009 C00P 137.28(13) . . ?
C00F C009 C006 117.10(12) . . ?
C00F C009 C00P 105.62(12) . . ?
O001 C00A C007 123.18(13) . . ?
O001 C00A C00D 115.65(13) . . ?
C007 C00A C00D 121.14(13) . . ?
C00K C00B C00L 119.38(13) . . ?
C00K C00B C00O 119.51(13) . . ?
C00L C00B C00O 121.08(13) . . ?
C00R C00C C00I 119.09(13) . . ?
C00S C00C C00I 119.25(13) . . ?
C00S C00C C00R 121.65(13) . . ?
C00R C00D C00A 120.26(14) . . ?
C00G C00E C00F 118.08(13) . . ?
N005 C00F C009 109.67(12) . . ?
N005 C00F C00E 126.55(13) . . ?
C00E C00F C009 123.74(13) . . ?
C00E C00G C00H 119.68(13) . . ?
O002 C00H C006 121.57(13) . . ?
O002 C00H C00G 115.02(13) . . ?
C006 C00H C00G 123.41(13) . . ?
C00C C00I C007 119.42(13) . . ?
C00Q C00I C007 122.00(13) . . ?
C00Q C00I C00C 118.54(13) . . ?
C00L C00J C008 118.11(14) . . ?
C00T C00K C00B 121.41(14) . . ?
C00J C00L C00B 121.21(14) . . ?
C00N C00M C00T 120.59(14) . . ?
C00M C00N C00O 121.98(14) . . ?
C00B C00O C00P 117.97(13) . . ?
C00N C00O C00B 117.14(13) . . ?
C00N C00O C00P 124.88(13) . . ?
C008 C00P C009 105.54(12) . . ?
C008 C00P C00O 117.32(12) . . ?
C00O C00P C009 137.13(13) . . ?
C00W C00Q C00I 120.79(14) . . ?
C00D C00R C00C 120.83(13) . . ?
C00U C00S C00C 120.89(14) . . ?
C00K C00T C00M 119.35(14) . . ?
C00S C00U C00W 120.04(14) . . ?
O003 C00V C00Z 111.75(15) . . ?
O004 C00V O003 123.38(16) . . ?
O004 C00V C00Z 124.87(16) . . ?
C00Q C00W C00U 120.47(14) . . ?
O003 C00X C00Y 110.81(13) . . ?

_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 1.298
_oxdiff_exptl_absorpt_empirical_full_min 0.802
####################################################################### 
# 
# 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_no2020-2-3
_database_code_depnum_ccdc_archive 'CCDC 2025416'
loop_
_audit_author_name
_audit_author_address
'Makoto Sako'
;Osaka University
Japan
;
_audit_update_record             
;
2020-08-27 deposited with the CCDC.	2021-06-22 downloaded from the CCDC.
;
_audit_creation_date             2020-08-27
_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         'C19 H16 Br N O4, C4 H8 O2'
_chemical_formula_sum            'C23 H24 Br N O6'
_chemical_formula_weight         490.34
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C23 H24 Br1 N1 O6'
_chemical_oxdiff_usercomment     '-150C(flash cooled)'
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'
Br Br -0.6763 1.2805 '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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   17.0200(4)
_cell_length_b                   7.4729(2)
_cell_length_c                   17.5569(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.050(2)
_cell_angle_gamma                90
_cell_volume                     2166.24(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8031
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.8280
_cell_measurement_theta_min      2.5540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.932
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.096
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.022
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14364
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.499
_diffrn_reflns_theta_min         2.594
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00 -13.00   0.50    0.50    --  -35.00  32.00  79.00   90
  2  ω   -105.00 -79.00   0.50    0.50    --  -35.00 -32.00 -79.00   52
  3  ω      9.00  44.00   0.50    0.50    --  -35.00  32.00  79.00   70
  4  ω    170.00 197.00   0.50    1.48    --  109.30  32.00  79.00   54
  5  ω     78.00 127.00   0.50    1.48    --  109.30 -32.00 -79.00   98
  6  ω   -102.00 -77.00   0.50    0.50    --  -35.00 -77.00 -30.00   50
  7  ω     29.00  54.00   0.50    0.50    --  -35.00  57.00-120.00   50
  8  ω    -62.00  11.00   0.50    0.50    --  -35.00  57.00-120.00  146
  9  ω     82.00 132.00   0.50    0.50    --   43.60  82.00   0.00  100
 10  ω     90.00 127.00   0.50    0.50    --   43.60  82.00 -60.00   74
 11  ω     56.00 132.00   0.50    0.50    --   43.60  38.00 -60.00  152
 12  ω      3.00  47.00   0.50    0.50    --   43.60  77.00 150.00   88
 13  ω      2.00  48.00   0.50    0.50    --   43.60  77.00-120.00   92
 14  ω     -1.00  24.00   0.50    0.50    --   43.60 -32.00 -79.00   50
 15  ω      1.00  42.00   0.50    0.50    --   43.60  38.00 -60.00   82
 16  ω     76.00 199.00   0.50    1.48    --  109.30  77.00 120.00  246
 17  ω    114.00 140.00   0.50    1.48    --  109.30  45.00-180.00   52
 18  ω     72.00  98.00   0.50    1.48    --  109.30  75.00-163.59   52
 19  ω     71.00  99.00   0.50    1.48    --  109.30  45.00-180.00   56
 20  ω    128.00 162.00   0.50    1.48    --  109.30  67.00 157.85   68
 21  ω    143.00 198.00   0.50    1.48    --  109.30  82.00 -90.00  110
 22  ω     80.00 106.00   0.50    1.48    --  109.30 -45.00  90.00   52
 23  ω     74.00 121.00   0.50    1.48    --  109.30  67.00 157.85   94
 24  ω     94.00 150.00   0.50    1.48    --  109.30  45.00 -30.00  112
 25  ω    104.00 130.00   0.50    1.48    --  109.30  82.00 -90.00   52
 26  ω     76.00 193.00   0.50    1.48    --  109.30  55.00-128.14  234
 27  ω    167.00 194.00   0.50    1.48    --  109.30  67.00 157.85   54
 28  ω     70.00  96.00   0.50    1.48    --  109.30  45.00 150.00   52
 29  ω     74.00  99.00   0.50    1.48    --  109.30  66.00-171.40   50
 30  ω    156.00 182.00   0.50    1.48    --  109.30  66.00-171.40   52
 31  ω     44.00 152.00   0.50    1.48    --  109.30 -82.00-180.00  216
 32  ω     77.00 102.00   0.50    1.48    --  109.30  30.00 150.00   50
 33  ω     70.00  95.00   0.50    1.48    --  109.30  45.00-150.00   50
 34  ω     76.00 199.00   0.50    1.48    --  109.30  56.00-162.22  246
 35  ω     78.00 103.00   0.50    1.48    --  109.30  61.00 150.00   50
 36  ω    133.00 158.00   0.50    1.48    --  109.30  77.00-180.00   50
 37  ω     77.00 103.00   0.50    1.48    --  109.30  66.00-134.48   52
 38  ω     76.00 102.00   0.50    1.48    --  109.30  77.00-180.00   52
 39  ω     70.00 110.00   0.50    1.48    --  109.30  45.00-120.00   80
 40  ω     76.00 101.00   0.50    1.48    --  109.30  61.00-180.00   50
 41  ω     80.00 195.00   0.50    1.48    --  109.30  61.00-120.00  230
 42  ω     90.00 192.00   0.50    1.48    --  109.30  82.00 -30.00  204
 43  ω     79.00 104.00   0.50    1.48    --  109.30  57.00-171.58   50
 44  ω    150.00 175.00   0.50    1.48    --  109.30  75.00-163.59   50
 45  ω    107.00 147.00   0.50    1.48    --  109.30 -45.00  90.00   80
 46  ω     57.00 124.00   0.50    1.48    --  109.30  30.00 -60.00  134
 47  ω     23.00  48.00   0.50    1.48    --  109.30 -45.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB PRO'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0761265000
_diffrn_orient_matrix_UB_12      0.0845565000
_diffrn_orient_matrix_UB_13      -0.0178518000
_diffrn_orient_matrix_UB_21      0.0417583000
_diffrn_orient_matrix_UB_22      0.0000079000
_diffrn_orient_matrix_UB_23      0.0882800000
_diffrn_orient_matrix_UB_31      0.0341054000
_diffrn_orient_matrix_UB_32      -0.1881613000
_diffrn_orient_matrix_UB_33      -0.0080604000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.930
_reflns_number_gt                4166
_reflns_number_total             4332
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (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         0.375
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 1797 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.023(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4332
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0293
_refine_ls_restrained_S_all      1.100
_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)+(0.0352P)²+1.5403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0776
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00R(H00E,H00F), C00S(H00H,H00I), C00T(H00J,H00M), C00U(H00R,H00S)
2.b Aromatic/amide H refined with riding coordinates:
 N008(H008), C00B(H00B), C00G(H00G), C00K(H00K), C00L(H00L), C00N(H00N)
2.c Idealised Me refined as rotating group:
 C00P(H00A,H00C,H00D), C00Q(H00O,H00P,H00Q), C00V(H00T,H00U,H00V)
2.d Idealised tetrahedral OH refined as rotating group:
 O006(H006)
;
_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
Br01 Br 0.61584(2) 0.89098(6) 0.56699(2) 0.03910(12) Uani 1 1 d . . . . .
O002 O 0.54883(14) 0.3781(5) 0.34100(14) 0.0361(5) Uani 1 1 d . . . . .
O003 O 0.48813(16) 0.4879(4) 0.11240(16) 0.0386(6) Uani 1 1 d . . . . .
O004 O 0.66040(19) 0.1360(4) 0.14357(19) 0.0433(7) Uani 1 1 d . . . . .
O005 O 0.42213(17) 0.4557(4) 0.34204(18) 0.0449(7) Uani 1 1 d . . . . .
O006 O 0.41792(19) 0.2981(4) 0.1775(2) 0.0427(7) Uani 1 1 d . . . . .
H006 H 0.459580 0.238577 0.185327 0.064 Uiso 1 1 calc GR . . . .
O007 O 0.5642(2) 0.1108(5) 0.2100(3) 0.0622(11) Uani 1 1 d . . . . .
N008 N 0.76622(19) 0.7765(4) 0.2944(2) 0.0343(7) Uani 1 1 d . . . . .
H008 H 0.813603 0.797694 0.287280 0.041 Uiso 1 1 calc R . . . .
C1 C 0.5637(2) 0.6128(5) 0.2271(2) 0.0297(7) Uani 1 1 d . . . . .
C00A C 0.6351(2) 0.6871(5) 0.2731(2) 0.0296(7) Uani 1 1 d . . . . .
C00B C 0.6213(2) 0.7794(5) 0.4131(2) 0.0294(7) Uani 1 1 d . . . . .
H00B H 0.567677 0.745322 0.407427 0.035 Uiso 1 1 calc R . . . .
C00C C 0.6658(2) 0.8553(5) 0.4817(2) 0.0313(8) Uani 1 1 d . . . . .
C00D C 0.5614(2) 0.5599(5) 0.1517(2) 0.0340(8) Uani 1 1 d . . . . .
C00E C 0.6606(2) 0.7556(5) 0.3520(2) 0.0292(7) Uani 1 1 d . . . . .
C00F C 0.4821(2) 0.5817(5) 0.2433(2) 0.0314(7) Uani 1 1 d . . . . .
C00G C 0.78557(18) 0.8861(7) 0.4325(2) 0.0362(7) Uani 1 1 d . . . . .
H00G H 0.839140 0.921412 0.438596 0.043 Uiso 1 1 calc R . . . .
C00H C 0.7422(2) 0.8096(5) 0.3629(2) 0.0315(7) Uani 1 1 d . . . . .
C00I C 0.7022(2) 0.7040(5) 0.2390(2) 0.0310(7) Uani 1 1 d . . . . .
C00J C 0.4808(2) 0.4679(5) 0.3140(2) 0.0332(7) Uani 1 1 d . . . . .
C00K C 0.7466(2) 0.9083(6) 0.4925(2) 0.0346(7) Uani 1 1 d . . . . .
H00K H 0.774194 0.958321 0.539987 0.042 Uiso 1 1 calc R . . . .
C00L C 0.6986(3) 0.6529(5) 0.1617(2) 0.0360(8) Uani 1 1 d . . . . .
H00L H 0.743213 0.667551 0.140432 0.043 Uiso 1 1 calc R . . . .
C00M C 0.4360(2) 0.4771(6) 0.1670(3) 0.0357(9) Uani 1 1 d . . . . .
C00N C 0.6271(3) 0.5798(5) 0.1173(2) 0.0366(8) Uani 1 1 d . . . . .
H00N H 0.622905 0.544629 0.065619 0.044 Uiso 1 1 calc R . . . .
C00O C 0.6334(3) 0.1465(6) 0.2090(3) 0.0457(10) Uani 1 1 d . . . . .
C00P C 0.5473(3) 0.2500(6) 0.4029(3) 0.0477(10) Uani 1 1 d . . . . .
H00A H 0.503935 0.166566 0.384845 0.072 Uiso 1 1 calc GR . . . .
H00C H 0.539213 0.312195 0.448194 0.072 Uiso 1 1 calc GR . . . .
H00D H 0.597903 0.186726 0.416458 0.072 Uiso 1 1 calc GR . . . .
C00Q C 0.6978(3) 0.2096(6) 0.2767(3) 0.0445(9) Uani 1 1 d . . . . .
H00O H 0.749082 0.162146 0.272884 0.067 Uiso 1 1 calc GR . . . .
H00P H 0.686004 0.169411 0.324706 0.067 Uiso 1 1 calc GR . . . .
H00Q H 0.699820 0.337937 0.276395 0.067 Uiso 1 1 calc GR . . . .
C00R C 0.3591(3) 0.5823(7) 0.1338(3) 0.0471(10) Uani 1 1 d . . . . .
H00E H 0.315573 0.543212 0.156799 0.057 Uiso 1 1 calc R . . . .
H00F H 0.341939 0.569757 0.077240 0.057 Uiso 1 1 calc R . . . .
C00S C 0.4325(2) 0.7576(6) 0.2419(2) 0.0382(8) Uani 1 1 d . . . . .
H00H H 0.396989 0.749490 0.277436 0.046 Uiso 1 1 calc R . . . .
H00I H 0.468194 0.859524 0.256699 0.046 Uiso 1 1 calc R . . . .
C00T C 0.3836(3) 0.7741(6) 0.1570(3) 0.0495(11) Uani 1 1 d . . . . .
H00J H 0.336316 0.849275 0.153327 0.059 Uiso 1 1 calc R . . . .
H00M H 0.416269 0.823624 0.123949 0.059 Uiso 1 1 calc R . . . .
C00U C 0.6011(3) 0.0941(8) 0.0718(3) 0.0650(16) Uani 1 1 d . . . . .
H00R H 0.557318 0.180550 0.062311 0.078 Uiso 1 1 calc R . . . .
H00S H 0.578694 -0.024263 0.074854 0.078 Uiso 1 1 calc R . . . .
C00V C 0.6454(5) 0.1015(10) 0.0071(3) 0.085(2) Uani 1 1 d . . . . .
H00T H 0.607642 0.084011 -0.042640 0.127 Uiso 1 1 calc GR . . . .
H00U H 0.685772 0.009011 0.015184 0.127 Uiso 1 1 calc GR . . . .
H00V H 0.671069 0.216049 0.007733 0.127 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
Br01 C00C 1.911(4) . ?
O002 C00J 1.323(5) . ?
O002 C00P 1.452(5) . ?
O003 C00D 1.379(5) . ?
O003 C00M 1.457(5) . ?
O004 C00O 1.339(6) . ?
O004 C00U 1.444(5) . ?
O005 C00J 1.218(5) . ?
O006 C00M 1.395(5) . ?
O007 C00O 1.213(6) . ?
N008 C00H 1.385(5) . ?
N008 C00I 1.382(5) . ?
C1 C00A 1.399(5) . ?
C1 C00D 1.374(5) . ?
C1 C00F 1.503(5) . ?
C00A C00E 1.441(5) . ?
C00A C00I 1.417(5) . ?
C00B C00C 1.380(5) . ?
C00B C00E 1.406(5) . ?
C00C C00K 1.400(5) . ?
C00D C00N 1.403(5) . ?
C00E C00H 1.413(5) . ?
C00F C00J 1.509(5) . ?
C00F C00M 1.585(6) . ?
C00F C00S 1.559(5) . ?
C00G C00H 1.387(5) . ?
C00G C00K 1.384(5) . ?
C00I C00L 1.398(6) . ?
C00L C00N 1.388(6) . ?
C00M C00R 1.516(6) . ?
C00O C00Q 1.484(7) . ?
C00R C00T 1.520(7) . ?
C00S C00T 1.525(6) . ?
C00U C00V 1.509(10) . ?

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
C00J O002 C00P 115.4(3) . . ?
C00D O003 C00M 108.3(3) . . ?
C00O O004 C00U 116.7(4) . . ?
C00I N008 C00H 109.4(3) . . ?
C00A C1 C00F 131.7(3) . . ?
C00D C1 C00A 119.2(3) . . ?
C00D C1 C00F 109.0(3) . . ?
C1 C00A C00E 135.4(3) . . ?
C1 C00A C00I 117.9(3) . . ?
C00I C00A C00E 106.7(3) . . ?
C00C C00B C00E 117.2(3) . . ?
C00B C00C Br01 119.2(3) . . ?
C00B C00C C00K 123.1(3) . . ?
C00K C00C Br01 117.6(3) . . ?
O003 C00D C00N 123.0(4) . . ?
C1 C00D O003 113.9(3) . . ?
C1 C00D C00N 123.1(4) . . ?
C00B C00E C00A 133.6(3) . . ?
C00B C00E C00H 119.6(3) . . ?
C00H C00E C00A 106.8(3) . . ?
C1 C00F C00J 116.2(3) . . ?
C1 C00F C00M 101.9(3) . . ?
C1 C00F C00S 112.9(3) . . ?
C00J C00F C00M 108.4(3) . . ?
C00J C00F C00S 111.9(3) . . ?
C00S C00F C00M 104.3(3) . . ?
C00K C00G C00H 117.9(3) . . ?
N008 C00H C00E 108.5(3) . . ?
N008 C00H C00G 129.2(3) . . ?
C00G C00H C00E 122.2(3) . . ?
N008 C00I C00A 108.5(3) . . ?
N008 C00I C00L 129.1(3) . . ?
C00L C00I C00A 122.4(4) . . ?
O002 C00J C00F 113.2(3) . . ?
O005 C00J O002 123.3(4) . . ?
O005 C00J C00F 123.4(4) . . ?
C00G C00K C00C 120.0(3) . . ?
C00N C00L C00I 118.6(3) . . ?
O003 C00M C00F 105.9(3) . . ?
O003 C00M C00R 109.0(4) . . ?
O006 C00M O003 109.2(3) . . ?
O006 C00M C00F 116.1(4) . . ?
O006 C00M C00R 110.5(4) . . ?
C00R C00M C00F 105.8(3) . . ?
C00L C00N C00D 118.8(4) . . ?
O004 C00O C00Q 111.5(4) . . ?
O007 C00O O004 122.4(5) . . ?
O007 C00O C00Q 126.1(5) . . ?
C00M C00R C00T 103.4(4) . . ?
C00T C00S C00F 104.4(3) . . ?
C00R C00T C00S 103.5(4) . . ?
O004 C00U C00V 106.1(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 1.200
_oxdiff_exptl_absorpt_empirical_full_min 0.777
