# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_es_dry_1
_database_code_depnum_ccdc_archive 'CCDC 1980882'
loop_
_audit_author_name
_audit_author_address
'Tomohiro Seki'
;Hokkaido University
Japan
;
_audit_update_record             
;
2020-01-30 deposited with the CCDC.	2020-03-23 downloaded from the CCDC.
;
_audit_creation_date             2019-11-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H14 N2 O5'
_chemical_formula_sum            'C22 H14 N2 O5'
_chemical_formula_weight         386.35
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.79790(10)
_cell_length_b                   5.74316(5)
_cell_length_c                   22.89076(19)
_cell_angle_alpha                90
_cell_angle_beta                 92.3207(7)
_cell_angle_gamma                90
_cell_volume                     1681.10(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13951
_cell_measurement_temperature    123
_cell_measurement_theta_max      76.3310
_cell_measurement_theta_min      3.8510
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_coefficient_mu    0.917
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            27058
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.724
_diffrn_reflns_theta_min         3.865
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  67.00   0.50    1.66    --   46.12 -70.00  82.00  186
  2  ω     33.00  96.00   0.50    6.63    --  106.06 -70.00  82.00  126
  3  ω     89.00 178.00   0.50    6.63    --  106.06  15.00 -30.00  178
  4  ω     85.00 178.00   0.50    6.63    --  106.06  70.00-146.00  186
  5  ω     91.00 178.00   0.50    6.63    --  106.06  30.00 -90.00  174
  6  ω     91.00 178.00   0.50    6.63    --  106.06  30.00 120.00  174
  7  ω     91.00 178.00   0.50    6.63    --  106.06  30.00 150.00  174
  8  ω     79.00 178.00   0.50    6.63    --  106.06 125.00 150.00  198
  9  ω     33.00 106.00   0.50    6.63    --  106.06 -94.00 -60.00  146
 10  ω     33.00  76.00   0.50    6.63    --  106.06 -61.00-150.00   86
 11  ω     31.00 120.00   0.50    1.66    --   46.12  37.00-180.00  178
 12  ω     25.00 118.00   0.50    1.66    --   46.12  70.00-146.00  186
 13  ω     30.00 118.00   0.50    1.66    --   46.12  57.00 -30.00  176
 14  ω     23.00 118.00   0.50    1.66    --   46.12  77.00  30.00  190
 15  ω     23.00 118.00   0.50    1.66    --   46.12  77.00 150.00  190
 16  ω     23.00 118.00   0.50    1.66    --   46.12  77.00 -30.00  190
 17  ω     23.00 118.00   0.50    1.66    --   46.12  77.00 -90.00  190
 18  ω    -14.00  29.00   0.50    1.66    --  -46.12  19.00-150.00   86
 19  ω    -29.00  18.00   0.50    1.66    --   46.12 -19.00 -90.00   94
 20  ω    -67.00  27.00   0.50    1.66    --  -46.12  70.00-146.00  188
 21  ω    -92.00 -29.00   0.50    6.63    -- -102.00  70.00-146.00  126
 22  ω   -112.00 -29.00   0.50    6.63    -- -102.00 125.00-150.00  166
 23  ω    -72.00 -29.00   0.50    6.63    -- -102.00  61.00  60.00   86
 24  ω   -118.00 -25.00   0.50    1.66    --  -46.12 -70.00  82.00  186
 25  ω   -175.00 -81.00   0.50    6.63    -- -102.00 -70.00  82.00  188
 26  ω   -175.00 -84.00   0.50    6.63    -- -102.00 -61.00  60.00  182
 27  ω   -175.00 -86.00   0.50    6.63    -- -102.00 -30.00   0.00  178
 28  ω   -175.00 -78.00   0.50    6.63    -- -102.00 -77.00-150.00  194
 29  ω   -175.00-120.00   0.50    6.63    -- -102.00 -77.00-180.00  110
 30  ω   -175.00 -78.00   0.50    6.63    -- -102.00 -77.00   0.00  194
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0721868000
_diffrn_orient_matrix_UB_12      0.1809319000
_diffrn_orient_matrix_UB_13      -0.0306576000
_diffrn_orient_matrix_UB_21      -0.0952806000
_diffrn_orient_matrix_UB_22      -0.1111919000
_diffrn_orient_matrix_UB_23      0.0281149000
_diffrn_orient_matrix_UB_31      0.0151029000
_diffrn_orient_matrix_UB_32      0.1638563000
_diffrn_orient_matrix_UB_33      0.0529723000
_diffrn_oxdiff_digest_frames     
;
01d82402a9bdb3052c5197dab18af7eabc04906bbc2
;
_diffrn_oxdiff_digest_hkl        
;
01f30008a30b3776639f393c180e9a3279748e
;
_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'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3102
_reflns_number_total             3405
_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 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3405
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0419
_refine_ls_restrained_S_all      1.065
_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)+(0.0589P)²+0.9805P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1140
_refine_ls_wR_factor_ref         0.1169
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N006(H006), N007(H007), C00F(H00F), C00H(H00H), C00J(H00J), C00K(H00K),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00T(H00T)
;
_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 0.99140(8) -0.2408(2) 0.53850(5) 0.0283(3) Uani 1 1 d . . . . .
O002 O 0.07408(9) 0.6808(2) 0.39789(5) 0.0305(3) Uani 1 1 d . . . . .
O003 O 0.69747(9) 0.1792(2) 0.51497(5) 0.0330(3) Uani 1 1 d . . . . .
O004 O 0.75565(9) -0.5035(2) 0.40186(5) 0.0342(3) Uani 1 1 d . . . . .
O005 O 0.09819(9) 0.4804(2) 0.31444(5) 0.0311(3) Uani 1 1 d . . . . .
N006 N 0.84166(10) -0.0373(2) 0.52419(6) 0.0247(3) Uani 1 1 d . . . . .
H006 H 0.864282 0.061088 0.551332 0.030 Uiso 1 1 calc R . . . .
N007 N 0.86927(10) -0.3762(2) 0.47216(6) 0.0251(3) Uani 1 1 d . . . . .
H007 H 0.907713 -0.500648 0.466540 0.030 Uiso 1 1 calc R . . . .
C008 C 0.90617(11) -0.2206(3) 0.51300(7) 0.0234(3) Uani 1 1 d . . . . .
C009 C 0.74512(12) 0.0112(3) 0.49779(7) 0.0237(3) Uani 1 1 d . . . . .
C00A C 0.34866(12) 0.2898(3) 0.38703(7) 0.0257(3) Uani 1 1 d . . . . .
C00B C 0.70965(11) -0.1512(3) 0.45098(7) 0.0237(3) Uani 1 1 d . . . . .
C00C C 0.35940(12) 0.0711(3) 0.35894(7) 0.0261(3) Uani 1 1 d . . . . .
C00D C 0.77731(12) -0.3572(3) 0.43877(7) 0.0251(3) Uani 1 1 d . . . . .
C00E C -0.02456(12) 0.7851(3) 0.31099(7) 0.0265(3) Uani 1 1 d . . . . .
C00F C -0.04392(12) 0.7391(3) 0.25179(7) 0.0287(4) Uani 1 1 d . . . . .
H00F H -0.012295 0.608343 0.234230 0.034 Uiso 1 1 calc R . . . .
C00G C 0.05228(12) 0.6478(3) 0.34685(7) 0.0265(3) Uani 1 1 d . . . . .
C00H C 0.27878(13) -0.0025(3) 0.31892(7) 0.0285(4) Uani 1 1 d . . . . .
H00H H 0.284314 -0.148907 0.299963 0.034 Uiso 1 1 calc R . . . .
C00I C 0.18447(12) 0.3500(3) 0.33531(7) 0.0271(3) Uani 1 1 d . . . . .
C00J C 0.25937(12) 0.4289(3) 0.37491(7) 0.0279(3) Uani 1 1 d . . . . .
H00J H 0.251402 0.574509 0.393900 0.033 Uiso 1 1 calc R . . . .
C00K C 0.45070(12) -0.0605(3) 0.37119(7) 0.0269(3) Uani 1 1 d . . . . .
H00K H 0.458095 -0.206603 0.352331 0.032 Uiso 1 1 calc R . . . .
C00L C 0.53012(12) 0.0148(3) 0.40968(7) 0.0267(3) Uani 1 1 d . . . . .
C00M C 0.19359(13) 0.1336(3) 0.30730(7) 0.0286(4) Uani 1 1 d . . . . .
H00M H 0.140199 0.082481 0.280241 0.034 Uiso 1 1 calc R . . . .
C00N C -0.15649(13) 1.0729(3) 0.24429(8) 0.0330(4) Uani 1 1 d . . . . .
H00N H -0.200955 1.172871 0.221459 0.040 Uiso 1 1 calc R . . . .
C00O C -0.07280(13) 0.9743(3) 0.33678(7) 0.0301(4) Uani 1 1 d . . . . .
H00O H -0.060272 1.005684 0.377206 0.036 Uiso 1 1 calc R . . . .
C00P C 0.43015(13) 0.3656(3) 0.42649(7) 0.0293(4) Uani 1 1 d . . . . .
H00P H 0.423517 0.510930 0.445814 0.035 Uiso 1 1 calc R . . . .
C00Q C 0.61973(12) -0.1411(3) 0.41723(7) 0.0278(4) Uani 1 1 d . . . . .
H00Q H 0.613626 -0.270874 0.391588 0.033 Uiso 1 1 calc R . . . .
C00R C 0.51753(13) 0.2349(3) 0.43729(7) 0.0293(4) Uani 1 1 d . . . . .
H00R H 0.570962 0.291314 0.463627 0.035 Uiso 1 1 calc R . . . .
C00S C -0.10911(13) 0.8835(3) 0.21854(7) 0.0327(4) Uani 1 1 d . . . . .
H00S H -0.121485 0.853156 0.178059 0.039 Uiso 1 1 calc R . . . .
C00T C -0.13858(13) 1.1156(3) 0.30366(8) 0.0339(4) Uani 1 1 d . . . . .
H00T H -0.172047 1.243445 0.321461 0.041 Uiso 1 1 calc R . . . .


_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 C008 1.2216(18) . ?
O002 C00G 1.205(2) . ?
O003 C009 1.2152(19) . ?
O004 C00D 1.215(2) . ?
O005 C00G 1.362(2) . ?
O005 C00I 1.4020(19) . ?
N006 H006 0.8800 . ?
N006 C008 1.368(2) . ?
N006 C009 1.3816(19) . ?
N007 H007 0.8800 . ?
N007 C008 1.364(2) . ?
N007 C00D 1.3814(19) . ?
C009 C00B 1.478(2) . ?
C00A C00C 1.420(2) . ?
C00A C00J 1.412(2) . ?
C00A C00P 1.420(2) . ?
C00B C00D 1.499(2) . ?
C00B C00Q 1.361(2) . ?
C00C C00H 1.416(2) . ?
C00C C00K 1.410(2) . ?
C00E C00F 1.393(2) . ?
C00E C00G 1.482(2) . ?
C00E C00O 1.393(2) . ?
C00F H00F 0.9500 . ?
C00F C00S 1.383(2) . ?
C00H H00H 0.9500 . ?
C00H C00M 1.359(2) . ?
C00I C00J 1.369(2) . ?
C00I C00M 1.405(2) . ?
C00J H00J 0.9500 . ?
C00K H00K 0.9500 . ?
C00K C00L 1.387(2) . ?
C00L C00Q 1.460(2) . ?
C00L C00R 1.426(2) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00S 1.388(3) . ?
C00N C00T 1.391(2) . ?
C00O H00O 0.9500 . ?
C00O C00T 1.375(2) . ?
C00P H00P 0.9500 . ?
C00P C00R 1.361(2) . ?
C00Q H00Q 0.9500 . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?
C00T H00T 0.9500 . ?

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
C00G O005 C00I 122.87(13) . . ?
C008 N006 H006 116.2 . . ?
C008 N006 C009 127.51(14) . . ?
C009 N006 H006 116.2 . . ?
C008 N007 H007 116.9 . . ?
C008 N007 C00D 126.23(13) . . ?
C00D N007 H007 116.9 . . ?
O001 C008 N006 121.18(15) . . ?
O001 C008 N007 122.87(14) . . ?
N007 C008 N006 115.95(13) . . ?
O003 C009 N006 118.04(14) . . ?
O003 C009 C00B 126.31(14) . . ?
N006 C009 C00B 115.64(13) . . ?
C00J C00A C00C 120.23(15) . . ?
C00J C00A C00P 121.27(15) . . ?
C00P C00A C00C 118.49(15) . . ?
C009 C00B C00D 118.07(13) . . ?
C00Q C00B C009 127.76(14) . . ?
C00Q C00B C00D 114.16(14) . . ?
C00H C00C C00A 118.40(15) . . ?
C00K C00C C00A 118.60(15) . . ?
C00K C00C C00H 122.99(16) . . ?
O004 C00D N007 119.68(14) . . ?
O004 C00D C00B 123.91(14) . . ?
N007 C00D C00B 116.41(14) . . ?
C00F C00E C00G 121.71(15) . . ?
C00O C00E C00F 119.72(15) . . ?
C00O C00E C00G 118.42(15) . . ?
C00E C00F H00F 120.0 . . ?
C00S C00F C00E 120.08(16) . . ?
C00S C00F H00F 120.0 . . ?
O002 C00G O005 123.44(15) . . ?
O002 C00G C00E 125.13(15) . . ?
O005 C00G C00E 111.42(13) . . ?
C00C C00H H00H 119.6 . . ?
C00M C00H C00C 120.82(16) . . ?
C00M C00H H00H 119.6 . . ?
O005 C00I C00M 113.32(14) . . ?
C00J C00I O005 124.70(15) . . ?
C00J C00I C00M 121.71(15) . . ?
C00A C00J H00J 120.6 . . ?
C00I C00J C00A 118.81(15) . . ?
C00I C00J H00J 120.6 . . ?
C00C C00K H00K 118.7 . . ?
C00L C00K C00C 122.62(16) . . ?
C00L C00K H00K 118.7 . . ?
C00K C00L C00Q 115.85(15) . . ?
C00K C00L C00R 117.72(15) . . ?
C00R C00L C00Q 126.43(15) . . ?
C00H C00M C00I 120.02(15) . . ?
C00H C00M H00M 120.0 . . ?
C00I C00M H00M 120.0 . . ?
C00S C00N H00N 120.1 . . ?
C00S C00N C00T 119.71(16) . . ?
C00T C00N H00N 120.1 . . ?
C00E C00O H00O 120.0 . . ?
C00T C00O C00E 119.92(16) . . ?
C00T C00O H00O 120.0 . . ?
C00A C00P H00P 119.2 . . ?
C00R C00P C00A 121.56(16) . . ?
C00R C00P H00P 119.2 . . ?
C00B C00Q C00L 137.35(16) . . ?
C00B C00Q H00Q 111.3 . . ?
C00L C00Q H00Q 111.3 . . ?
C00L C00R H00R 119.5 . . ?
C00P C00R C00L 121.02(15) . . ?
C00P C00R H00R 119.5 . . ?
C00F C00S C00N 120.04(16) . . ?
C00F C00S H00S 120.0 . . ?
C00N C00S H00S 120.0 . . ?
C00N C00T H00T 119.7 . . ?
C00O C00T C00N 120.51(16) . . ?
C00O C00T H00T 119.7 . . ?

_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 1.729
_oxdiff_exptl_absorpt_empirical_full_min 0.550
