# Electronic Supplementary Material (ESI) for Chemical Science.
# 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. 
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data_hp660b
_database_code_depnum_ccdc_archive 'CCDC 2031617'
loop_
_audit_author_name
_audit_author_address
'Hyunchang Park'
;Seoul National University
South Korea
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;
_audit_creation_date             2018-06-20
_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         'C25 H23 N3 O5'
_chemical_formula_sum            'C25 H23 N3 O5'
_chemical_formula_weight         445.46
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2876(6)
_cell_length_b                   21.0680(11)
_cell_length_c                   9.7510(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.139(3)
_cell_angle_gamma                90
_cell_volume                     2227.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9929
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      76.06
_cell_measurement_theta_min      4.08
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.906
_exptl_absorpt_coefficient_mu    0.772
_exptl_absorpt_correction_T_max  0.7442
_exptl_absorpt_correction_T_min  0.6957
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1235 before and 0.0793 after correction. The Ratio of minimum to maximum transmission is 0.9348. The λ/2 correction factor is Not present.'
_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    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Diamond
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0899
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            62856
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.776
_diffrn_reflns_theta_min         4.077
_diffrn_ambient_temperature      223.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3233
_reflns_number_total             4599
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         0.203
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4599
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      1.026
_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)+(0.0301P)²+1.4099P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1146
_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 Ternary CH refined with riding coordinates:
 C00H(H00H)
2.b Secondary CH2 refined with riding coordinates:
 C00R(H00A,H00B)
2.c Aromatic/amide H refined with riding coordinates:
 N003(H003), N007(H007), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00S(H00S), C00T(H00T), C00U(H00U),
 C00V(H00V)
2.d Idealised Me refined as rotating group:
 C00W(H00C,H00D,H00E), C00X(H00F,H00G,H00I)
2.e Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_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 0.57236(13) 0.44964(7) -1.71124(16) 0.0512(4) Uani 1 1 d . . . . .
O002 O 0.19753(14) 0.50769(7) -1.61129(17) 0.0533(4) Uani 1 1 d . . . . .
H002 H 0.2082 0.4723 -1.5722 0.080 Uiso 1 1 calc GR . . . .
O005 O 0.72445(16) 0.40331(8) -1.78594(17) 0.0601(4) Uani 1 1 d . . . . .
O006 O 0.02103(16) 0.25595(9) -1.60142(15) 0.0640(5) Uani 1 1 d . . . . .
O008 O 0.68211(17) 0.28290(9) -1.5011(2) 0.0765(6) Uani 1 1 d . . . . .
N003 N 0.48141(14) 0.37371(7) -1.55182(16) 0.0364(4) Uani 1 1 d . . . . .
H003 H 0.5489 0.3754 -1.5782 0.044 Uiso 1 1 calc R . . . .
N004 N 0.29767(14) 0.40117(8) -1.52712(16) 0.0367(4) Uani 1 1 d . . . . .
N007 N 0.06571(16) 0.27292(9) -1.36645(16) 0.0452(4) Uani 1 1 d . . . . .
H007 H 0.0546 0.2620 -1.2848 0.054 Uiso 1 1 calc R . . . .
C00A C 0.44810(18) 0.32607(9) -1.47415(19) 0.0367(4) Uani 1 1 d . . . . .
C00B C 0.38864(17) 0.47731(9) -1.65723(18) 0.0357(4) Uani 1 1 d . . . . .
C00C C 0.48115(18) 0.49382(10) -1.7224(2) 0.0404(5) Uani 1 1 d . . . . .
C00D C 0.33295(18) 0.34362(9) -1.45972(18) 0.0360(4) Uani 1 1 d . . . . .
C00E C 0.27046(19) 0.30509(10) -1.38601(19) 0.0396(5) Uani 1 1 d . . . . .
C00F C 0.29125(19) 0.52021(10) -1.6680(2) 0.0425(5) Uani 1 1 d . . . . .
C00G C 0.15426(19) 0.37129(10) -1.2495(2) 0.0412(5) Uani 1 1 d . . . . .
C00H C 0.14536(19) 0.32637(10) -1.3740(2) 0.0410(5) Uani 1 1 d . . . . .
H00H H 0.1051 0.3501 -1.4624 0.049 Uiso 1 1 calc R . . . .
C00I C 0.5077(2) 0.27013(10) -1.4154(2) 0.0430(5) Uani 1 1 d . . . . .
C00J C 0.00951(19) 0.24047(11) -1.4844(2) 0.0466(5) Uani 1 1 d . . . . .
C00K C 0.4768(2) 0.55113(11) -1.7936(2) 0.0488(5) Uani 1 1 d . . . . .
H00K H 0.5393 0.5620 -1.8360 0.059 Uiso 1 1 calc R . . . .
C00L C 0.3291(2) 0.24975(10) -1.3273(2) 0.0476(5) Uani 1 1 d . . . . .
H00L H 0.2898 0.2227 -1.2770 0.057 Uiso 1 1 calc R . . . .
C00M C 0.0704(2) 0.42022(11) -1.2640(2) 0.0498(5) Uani 1 1 d . . . . .
H00M H 0.0094 0.4258 -1.3511 0.060 Uiso 1 1 calc R . . . .
C00N C 0.4450(2) 0.23304(11) -1.3407(2) 0.0490(5) Uani 1 1 d . . . . .
H00N H 0.4819 0.1953 -1.2976 0.059 Uiso 1 1 calc R . . . .
C00O C 0.2425(2) 0.36372(11) -1.1195(2) 0.0514(6) Uani 1 1 d . . . . .
H00O H 0.3000 0.3304 -1.1074 0.062 Uiso 1 1 calc R . . . .
C00P C 0.2872(2) 0.57780(11) -1.7402(2) 0.0515(6) Uani 1 1 d . . . . .
H00P H 0.2219 0.6064 -1.7465 0.062 Uiso 1 1 calc R . . . .
C00Q C 0.3792(2) 0.59217(11) -1.8016(2) 0.0545(6) Uani 1 1 d . . . . .
H00Q H 0.3760 0.6309 -1.8504 0.065 Uiso 1 1 calc R . . . .
C00R C 0.6605(2) 0.45912(12) -1.7917(2) 0.0518(6) Uani 1 1 d . . . . .
H00A H 0.6180 0.4699 -1.8909 0.062 Uiso 1 1 calc R . . . .
H00B H 0.7170 0.4938 -1.7502 0.062 Uiso 1 1 calc R . . . .
C00S C 0.0750(2) 0.46118(12) -1.1517(3) 0.0590(6) Uani 1 1 d . . . . .
H00S H 0.0174 0.4944 -1.1628 0.071 Uiso 1 1 calc R . . . .
C00T C 0.1635(2) 0.45338(12) -1.0241(3) 0.0598(7) Uani 1 1 d . . . . .
H00T H 0.1671 0.4814 -0.9481 0.072 Uiso 1 1 calc R . . . .
C00U C 0.6273(2) 0.25231(12) -1.4327(3) 0.0600(6) Uani 1 1 d . . . . .
H00U H 0.6643 0.2149 -1.3883 0.072 Uiso 1 1 calc R . . . .
C00V C 0.2466(2) 0.40472(12) -1.0077(2) 0.0587(6) Uani 1 1 d . . . . .
H00V H 0.3067 0.3992 -0.9199 0.070 Uiso 1 1 calc R . . . .
C00W C -0.0670(2) 0.18504(13) -1.4652(3) 0.0673(7) Uani 1 1 d . . . . .
H00C H -0.1509 0.1906 -1.5247 0.101 Uiso 1 1 calc GR . . . .
H00D H -0.0670 0.1822 -1.3659 0.101 Uiso 1 1 calc GR . . . .
H00E H -0.0329 0.1464 -1.4926 0.101 Uiso 1 1 calc GR . . . .
C00X C 0.8204(2) 0.39420(14) -1.6568(3) 0.0685(7) Uani 1 1 d . . . . .
H00F H 0.8585 0.3531 -1.6589 0.103 Uiso 1 1 calc GR . . . .
H00G H 0.7859 0.3960 -1.5761 0.103 Uiso 1 1 calc GR . . . .
H00I H 0.8818 0.4273 -1.6475 0.103 Uiso 1 1 calc GR . . . .
C009 C 0.38955(17) 0.41798(9) -1.58029(18) 0.0342(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00C 1.370(2) . ?
O001 C00R 1.442(2) . ?
O002 H002 0.8300 . ?
O002 C00F 1.349(2) . ?
O005 C00R 1.373(3) . ?
O005 C00X 1.427(3) . ?
O006 C00J 1.228(3) . ?
O008 C00U 1.214(3) . ?
N003 H003 0.8700 . ?
N003 C00A 1.371(2) . ?
N003 C009 1.365(2) . ?
N004 C00D 1.384(2) . ?
N004 C009 1.330(2) . ?
N007 H007 0.8700 . ?
N007 C00H 1.456(3) . ?
N007 C00J 1.337(2) . ?
C00A C00D 1.396(3) . ?
C00A C00I 1.398(3) . ?
C00B C00C 1.408(3) . ?
C00B C00F 1.404(3) . ?
C00B C009 1.456(3) . ?
C00C C00K 1.387(3) . ?
C00D C00E 1.398(3) . ?
C00E C00H 1.517(3) . ?
C00E C00L 1.384(3) . ?
C00F C00P 1.397(3) . ?
C00G C00H 1.520(3) . ?
C00G C00M 1.380(3) . ?
C00G C00O 1.387(3) . ?
C00H H00H 0.9900 . ?
C00I C00N 1.390(3) . ?
C00I C00U 1.455(3) . ?
C00J C00W 1.495(3) . ?
C00K H00K 0.9400 . ?
C00K C00Q 1.386(3) . ?
C00L H00L 0.9400 . ?
C00L C00N 1.395(3) . ?
C00M H00M 0.9400 . ?
C00M C00S 1.384(3) . ?
C00N H00N 0.9400 . ?
C00O H00O 0.9400 . ?
C00O C00V 1.382(3) . ?
C00P H00P 0.9400 . ?
C00P C00Q 1.369(3) . ?
C00Q H00Q 0.9400 . ?
C00R H00A 0.9800 . ?
C00R H00B 0.9800 . ?
C00S H00S 0.9400 . ?
C00S C00T 1.372(3) . ?
C00T H00T 0.9400 . ?
C00T C00V 1.368(3) . ?
C00U H00U 0.9400 . ?
C00V H00V 0.9400 . ?
C00W H00C 0.9700 . ?
C00W H00D 0.9700 . ?
C00W H00E 0.9700 . ?
C00X H00F 0.9700 . ?
C00X H00G 0.9700 . ?
C00X H00I 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00C O001 C00R 118.67(16) . . ?
C00F O002 H002 109.5 . . ?
C00R O005 C00X 114.35(19) . . ?
C00A N003 H003 126.2 . . ?
C009 N003 H003 126.2 . . ?
C009 N003 C00A 107.65(16) . . ?
C009 N004 C00D 105.42(16) . . ?
C00H N007 H007 119.9 . . ?
C00J N007 H007 119.9 . . ?
C00J N007 C00H 120.29(16) . . ?
N003 C00A C00D 105.53(17) . . ?
N003 C00A C00I 131.94(18) . . ?
C00D C00A C00I 122.53(18) . . ?
C00C C00B C009 122.98(18) . . ?
C00F C00B C00C 118.08(18) . . ?
C00F C00B C009 118.94(17) . . ?
O001 C00C C00B 115.57(17) . . ?
O001 C00C C00K 123.54(19) . . ?
C00K C00C C00B 120.9(2) . . ?
N004 C00D C00A 109.72(16) . . ?
N004 C00D C00E 129.28(18) . . ?
C00A C00D C00E 121.00(18) . . ?
C00D C00E C00H 118.80(18) . . ?
C00L C00E C00D 116.74(19) . . ?
C00L C00E C00H 124.46(18) . . ?
O002 C00F C00B 122.04(18) . . ?
O002 C00F C00P 117.2(2) . . ?
C00P C00F C00B 120.8(2) . . ?
C00M C00G C00H 119.48(18) . . ?
C00M C00G C00O 118.52(19) . . ?
C00O C00G C00H 122.0(2) . . ?
N007 C00H C00E 112.12(17) . . ?
N007 C00H C00G 110.25(15) . . ?
N007 C00H H00H 107.1 . . ?
C00E C00H C00G 112.91(16) . . ?
C00E C00H H00H 107.1 . . ?
C00G C00H H00H 107.1 . . ?
C00A C00I C00U 121.75(19) . . ?
C00N C00I C00A 115.54(19) . . ?
C00N C00I C00U 122.7(2) . . ?
O006 C00J N007 121.1(2) . . ?
O006 C00J C00W 122.5(2) . . ?
N007 C00J C00W 116.40(19) . . ?
C00C C00K H00K 120.4 . . ?
C00Q C00K C00C 119.2(2) . . ?
C00Q C00K H00K 120.4 . . ?
C00E C00L H00L 119.1 . . ?
C00E C00L C00N 121.82(19) . . ?
C00N C00L H00L 119.1 . . ?
C00G C00M H00M 119.6 . . ?
C00G C00M C00S 120.7(2) . . ?
C00S C00M H00M 119.6 . . ?
C00I C00N C00L 122.3(2) . . ?
C00I C00N H00N 118.8 . . ?
C00L C00N H00N 118.8 . . ?
C00G C00O H00O 119.8 . . ?
C00V C00O C00G 120.5(2) . . ?
C00V C00O H00O 119.8 . . ?
C00F C00P H00P 120.3 . . ?
C00Q C00P C00F 119.3(2) . . ?
C00Q C00P H00P 120.3 . . ?
C00K C00Q H00Q 119.1 . . ?
C00P C00Q C00K 121.7(2) . . ?
C00P C00Q H00Q 119.1 . . ?
O001 C00R H00A 110.3 . . ?
O001 C00R H00B 110.3 . . ?
O005 C00R O001 107.07(17) . . ?
O005 C00R H00A 110.3 . . ?
O005 C00R H00B 110.3 . . ?
H00A C00R H00B 108.6 . . ?
C00M C00S H00S 120.0 . . ?
C00T C00S C00M 120.0(2) . . ?
C00T C00S H00S 120.0 . . ?
C00S C00T H00T 120.0 . . ?
C00V C00T C00S 119.9(2) . . ?
C00V C00T H00T 120.0 . . ?
O008 C00U C00I 123.9(2) . . ?
O008 C00U H00U 118.0 . . ?
C00I C00U H00U 118.0 . . ?
C00O C00V H00V 119.9 . . ?
C00T C00V C00O 120.3(2) . . ?
C00T C00V H00V 119.9 . . ?
C00J C00W H00C 109.5 . . ?
C00J C00W H00D 109.5 . . ?
C00J C00W H00E 109.5 . . ?
H00C C00W H00D 109.5 . . ?
H00C C00W H00E 109.5 . . ?
H00D C00W H00E 109.5 . . ?
O005 C00X H00F 109.5 . . ?
O005 C00X H00G 109.5 . . ?
O005 C00X H00I 109.5 . . ?
H00F C00X H00G 109.5 . . ?
H00F C00X H00I 109.5 . . ?
H00G C00X H00I 109.5 . . ?
N003 C009 C00B 125.99(17) . . ?
N004 C009 N003 111.68(16) . . ?
N004 C009 C00B 122.33(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Vapour deposition'
####################################################################### 
# 
# 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_hp-cyanide_sensor
_database_code_depnum_ccdc_archive 'CCDC 2031619'
loop_
_audit_author_name
_audit_author_address
'Hyunchang Park'
;Seoul National University
South Korea
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;
_audit_creation_date             2018-07-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.47(C16 H13 Br N2 O4), 0.47(C H Cl3)'
_chemical_formula_sum            'C8 H6.59 Br0.47 Cl1.41 N0.94 O1.88'
_chemical_formula_weight         233.68
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
_chemical_oxdiff_usercomment     HP-Cyanide_Sensor
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'
Cl Cl 0.3639 0.7018 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   25.8801(5)
_cell_length_b                   6.94530(10)
_cell_length_c                   23.8077(4)
_cell_angle_alpha                90
_cell_angle_beta                 116.121(2)
_cell_angle_gamma                90
_cell_volume                     3842.25(13)
_cell_formula_units_Z            17
_cell_measurement_reflns_used    23444
_cell_measurement_temperature    93
_cell_measurement_theta_max      78.8590
_cell_measurement_theta_min      4.1220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.000
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.503
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
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            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1984
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-15 0 12 0.0853
-16 0 3 0.0604
7 0 10 0.0519
-11 0 15 0.0851
13 0 4 0.0534
17 0 -8 0.0575
10 0 -15 0.0953
3 4 -3 0.4158
-3 -4 2 0.3591
-6 0 -11 0.0749

_exptl_crystal_size_max          0.832
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.121
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
-15.0005 0.0000 12.0001 -0.9774 -0.1243 0.0947
-16.0002 0.0000 3.0001 -0.6410 -0.6120 0.4294
6.9996 -0.0000 10.0000 -0.1832 0.8210 -0.5670
-11.0006 -0.0000 15.0001 -0.9709 0.2121 -0.1384
12.9999 -0.0000 3.9999 0.2570 0.8121 -0.5646
17.0004 -0.0000 -8.0001 0.8783 0.4148 -0.2949
10.0006 0.0000 -15.0001 0.9385 -0.2595 0.1715
2.9997 4.0000 -3.0001 0.2133 -0.5094 -0.7284
-2.9996 -4.0000 2.0001 -0.1723 0.4605 0.7619
-5.9996 0.0000 -11.0000 0.2565 -0.8225 0.5674

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            32612
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.235
_diffrn_reflns_theta_min         3.714
_diffrn_ambient_temperature      93
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.975
_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  89.00   0.50    3.05    --    0.00  46.00 -15.00  230
  2  ω    -89.00  26.00   0.50    3.05    --    0.00 -46.00-165.00  230
  3  ω     16.00 122.00   0.50    4.93    --  105.20 -46.00-165.00  212
  4  ω    118.00 164.00   0.50    4.93    --  105.20  46.00 -15.00   92
  5  ω    -31.00  -4.00   0.50    3.05    --    0.00 -57.00 -30.00   54
  6  ω    -27.00  26.00   0.50    3.05    --    0.00 -38.00 -60.00  106
  7  ω    -89.00   5.00   0.50    3.05    --    0.00 -38.00  90.00  188
  8  ω     23.00  88.00   0.50    3.05    --    0.00  38.00-150.00  130
  9  ω    -61.00 -35.00   0.50    3.05    --    0.00 -57.00 -30.00   52
 10  ω     41.00  67.00   0.50    4.93    --  105.20 -77.00 -60.00   52
 11  ω     75.00 189.00   0.50    4.93    --  105.20  30.00  30.00  228
 12  ω     80.00 195.00   0.50    4.93    --  105.20  30.00 -60.00  230
 13  ω     70.00 123.00   0.50    4.93    --  105.20  82.00  90.00  106
 14  ω     97.00 138.00   0.50    4.93    --  105.20 -77.00 -60.00   82
 15  ω    148.00 179.00   0.50    4.93    --  105.20  82.00  90.00   62
 16  ω     23.00 128.00   0.50    4.93    --  105.20 -61.00-180.00  210
 17  ω     23.00  60.00   0.50    4.93    --  105.20 -45.00  30.00   74
 18  ω    125.00 189.00   0.50    4.93    --  105.20  77.00-150.00  128
 19  ω     91.00 132.00   0.50    4.93    --  105.20 -45.00   0.00   82
 20  ω     28.00  68.00   0.50    4.93    --  105.20 -45.00   0.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0323771000
_diffrn_orient_matrix_UB_12      -0.0016882000
_diffrn_orient_matrix_UB_13      -0.0409805000
_diffrn_orient_matrix_UB_21      0.0474181000
_diffrn_orient_matrix_UB_22      -0.1262142000
_diffrn_orient_matrix_UB_23      0.0489131000
_diffrn_orient_matrix_UB_31      -0.0331208000
_diffrn_orient_matrix_UB_32      -0.1823894000
_diffrn_orient_matrix_UB_33      -0.0335143000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7707
_reflns_number_total             8119
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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         1.184
_refine_diff_density_min         -1.255
_refine_diff_density_rms         0.164
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         8119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0740
_refine_ls_restrained_S_all      1.110
_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)+(0.0618P)²+42.0886P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2007
_refine_ls_wR_factor_ref         0.2013
_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 Ternary CH refined with riding coordinates:
 C00W(H00W), C01C(H01O)
2.b Secondary CH2 refined with riding coordinates:
 C01A(H01A,H01B), C01E(H01J,H01K)
2.c Aromatic/amide H refined with riding coordinates:
 N00I(H00I), C01B(H01C), C01D(H01D), C01F(H01F), C01G(H01G), C012(H012),
 C018(H018), N00J(H00J), C00M(H00M), C00O(H00O), C00Z(H00Z), C013(H013),
 C016(H016), C019(H019)
2.d Idealised Me refined as rotating group:
 C01H(H01E,H01H,H01I), C01I(H01L,H01M,H01N)
2.e Idealised tetrahedral OH refined as rotating group:
 O00B(H00B), O00A(H00A)
;
_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 0.45175(3) 1.37368(11) 0.26457(3) 0.03232(18) Uani 1 1 d . . . . .
O00B O 0.39175(17) 1.3233(6) 0.42882(19) 0.0260(9) Uani 1 1 d . . . . .
H00B H 0.4126 1.3206 0.4100 0.039 Uiso 1 1 calc GR . . . .
O00D O 0.61513(19) 1.1758(7) 0.7105(2) 0.0291(9) Uani 1 1 d . . . . .
O00G O 0.6954(2) 1.2763(8) 0.5466(2) 0.0369(11) Uani 1 1 d . . . . .
O009 O 0.57115(17) 1.1562(6) 0.60072(18) 0.0263(9) Uani 1 1 d . . . . .
N00H N 0.4847(2) 1.3062(7) 0.4142(2) 0.0229(10) Uani 1 1 d . . . . .
N00I N 0.5708(2) 1.2630(7) 0.4951(2) 0.0230(10) Uani 1 1 d . . . . .
H00I H 0.5970 1.2422 0.5336 0.028 Uiso 1 1 calc R . . . .
C00L C 0.5125(2) 1.2698(8) 0.4753(3) 0.0212(11) Uani 1 1 d . . . . .
C00P C 0.5268(2) 1.3192(8) 0.3936(3) 0.0235(11) Uani 1 1 d . . . . .
C00R C 0.5239(3) 1.3460(9) 0.3340(3) 0.0262(12) Uani 1 1 d . . . . .
C00S C 0.4233(3) 1.2691(8) 0.4895(3) 0.0237(11) Uani 1 1 d . . . . .
C00U C 0.4836(2) 1.2417(8) 0.5150(3) 0.0212(11) Uani 1 1 d . . . . .
C01A C 0.6019(3) 1.0566(9) 0.6589(3) 0.0273(12) Uani 1 1 d . . . . .
H01A H 0.5783 0.9472 0.6610 0.033 Uiso 1 1 calc R . . . .
H01B H 0.6380 1.0034 0.6604 0.033 Uiso 1 1 calc R . . . .
C01B C 0.6282(3) 1.3281(9) 0.3782(3) 0.0304(13) Uani 1 1 d . . . . .
H01C H 0.6620 1.3328 0.3720 0.036 Uiso 1 1 calc R . . . .
C01D C 0.4840(3) 1.1626(9) 0.6152(3) 0.0255(12) Uani 1 1 d . . . . .
H01D H 0.5045 1.1304 0.6582 0.031 Uiso 1 1 calc R . . . .
C01F C 0.6892(3) 1.2872(10) 0.4934(3) 0.0335(14) Uani 1 1 d . . . . .
H01F H 0.7228 1.2870 0.4867 0.040 Uiso 1 1 calc R . . . .
C01G C 0.5739(3) 1.3488(9) 0.3265(3) 0.0284(13) Uani 1 1 d . . . . .
H01G H 0.5716 1.3649 0.2858 0.034 Uiso 1 1 calc R . . . .
C01H C 0.6550(3) 1.3239(11) 0.7152(3) 0.0360(15) Uani 1 1 d . . . . .
H01E H 0.6363 1.4172 0.6814 0.054 Uiso 1 1 calc GR . . . .
H01H H 0.6882 1.2670 0.7119 0.054 Uiso 1 1 calc GR . . . .
H01I H 0.6680 1.3892 0.7557 0.054 Uiso 1 1 calc GR . . . .
C011 C 0.5129(2) 1.1856(8) 0.5787(3) 0.0223(11) Uani 1 1 d . . . . .
C012 C 0.3940(3) 1.2421(9) 0.5255(3) 0.0255(12) Uani 1 1 d . . . . .
H012 H 0.3535 1.2610 0.5078 0.031 Uiso 1 1 calc R . . . .
C014 C 0.5810(2) 1.2943(9) 0.4443(3) 0.0236(11) Uani 1 1 d . . . . .
C015 C 0.6330(3) 1.3007(9) 0.4385(3) 0.0269(12) Uani 1 1 d . . . . .
C018 C 0.4244(3) 1.1871(9) 0.5880(3) 0.0275(12) Uani 1 1 d . . . . .
H018 H 0.4042 1.1659 0.6125 0.033 Uiso 1 1 calc R . . . .
Br02 Br 1.03433(3) 1.16350(10) 0.30313(3) 0.03307(19) Uani 1 1 d . . . . .
O00A O 1.10212(18) 1.1589(7) 0.5268(2) 0.0281(9) Uani 1 1 d . . . . .
H00A H 1.0812 1.1822 0.4888 0.042 Uiso 1 1 calc GR . . . .
O00C O 0.92963(17) 1.3396(6) 0.53971(19) 0.0264(9) Uani 1 1 d . . . . .
O00E O 0.80917(19) 1.4326(7) 0.3684(2) 0.0320(10) Uani 1 1 d . . . . .
O00F O 0.88953(18) 1.2752(7) 0.6088(2) 0.0315(10) Uani 1 1 d . . . . .
N00J N 0.9265(2) 1.3084(7) 0.4299(2) 0.0228(10) Uani 1 1 d . . . . .
H00J H 0.9023 1.3379 0.4454 0.027 Uiso 1 1 calc R . . . .
N00K N 1.0086(2) 1.2247(7) 0.4265(2) 0.0236(10) Uani 1 1 d . . . . .
C00M C 0.8111(3) 1.4059(9) 0.3192(3) 0.0287(13) Uani 1 1 d . . . . .
H00M H 0.7774 1.4294 0.2816 0.034 Uiso 1 1 calc R . . . .
C00N C 0.9655(3) 1.2490(9) 0.3658(3) 0.0241(11) Uani 1 1 d . . . . .
C00O C 1.1018(3) 1.1762(9) 0.6249(3) 0.0253(12) Uani 1 1 d . . . . .
H00O H 1.1411 1.1380 0.6438 0.030 Uiso 1 1 calc R . . . .
C00Q C 0.9837(2) 1.2598(8) 0.4637(3) 0.0216(11) Uani 1 1 d . . . . .
C00T C 0.8628(3) 1.3390(9) 0.3142(3) 0.0264(12) Uani 1 1 d . . . . .
C00V C 0.9144(3) 1.3025(9) 0.3685(3) 0.0239(11) Uani 1 1 d . . . . .
C00X C 0.9866(2) 1.2857(9) 0.5705(3) 0.0236(11) Uani 1 1 d . . . . .
C00Y C 1.0134(2) 1.2475(8) 0.5315(3) 0.0227(11) Uani 1 1 d . . . . .
C00Z C 1.0736(3) 1.2135(9) 0.6615(3) 0.0264(12) Uani 1 1 d . . . . .
H00Z H 1.0941 1.2010 0.7057 0.032 Uiso 1 1 calc R . . . .
C01E C 0.9020(3) 1.4169(10) 0.5753(3) 0.0308(13) Uani 1 1 d . . . . .
H01J H 0.9274 1.5148 0.6048 0.037 Uiso 1 1 calc R . . . .
H01K H 0.8658 1.4816 0.5467 0.037 Uiso 1 1 calc R . . . .
C01I C 0.8485(3) 1.1355(11) 0.5701(3) 0.0365(15) Uani 1 1 d . . . . .
H01L H 0.8126 1.2004 0.5427 0.055 Uiso 1 1 calc GR . . . .
H01M H 0.8411 1.0424 0.5966 0.055 Uiso 1 1 calc GR . . . .
H01N H 0.8639 1.0681 0.5446 0.055 Uiso 1 1 calc GR . . . .
C010 C 1.0723(3) 1.1950(9) 0.5603(3) 0.0241(11) Uani 1 1 d . . . . .
C013 C 1.0161(3) 1.2690(9) 0.6353(3) 0.0249(12) Uani 1 1 d . . . . .
H013 H 0.9973 1.2949 0.6609 0.030 Uiso 1 1 calc R . . . .
C016 C 0.8654(3) 1.3188(9) 0.2571(3) 0.0303(13) Uani 1 1 d . . . . .
H016 H 0.8318 1.3432 0.2195 0.036 Uiso 1 1 calc R . . . .
C017 C 0.9660(3) 1.2331(9) 0.3082(3) 0.0296(13) Uani 1 1 d . . . . .
C019 C 0.9154(3) 1.2643(10) 0.2537(3) 0.0322(14) Uani 1 1 d . . . . .
H019 H 0.9153 1.2482 0.2140 0.039 Uiso 1 1 calc R . . . .
Cl00 Cl 0.76797(7) 2.0511(2) 0.39041(8) 0.0337(3) Uani 1 1 d . . . . .
Cl2 Cl 0.69296(7) 1.7242(3) 0.33656(8) 0.0405(4) Uani 1 1 d . . . . .
Cl4 Cl 0.75290(8) 1.7691(3) 0.47175(8) 0.0454(4) Uani 1 1 d . . . . .
C00W C 0.7565(3) 1.8061(10) 0.3998(3) 0.0295(13) Uani 1 1 d . . . . .
H00W H 0.7897 1.7307 0.4006 0.035 Uiso 1 1 calc R . . . .
Cl1 Cl 0.73667(7) 1.9110(2) 0.61758(8) 0.0345(3) Uani 1 1 d . . . . .
Cl3 Cl 0.75432(8) 1.6573(3) 0.72106(8) 0.0442(4) Uani 1 1 d . . . . .
Cl5 Cl 0.80987(8) 1.5763(3) 0.64149(9) 0.0465(4) Uani 1 1 d . . . . .
C01C C 0.7480(3) 1.6711(10) 0.6443(3) 0.0311(13) Uani 1 1 d . . . . .
H01O H 0.7141 1.5926 0.6161 0.037 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
Br01 C00R 1.881(6) . ?
O00B H00B 0.8400 . ?
O00B C00S 1.363(7) . ?
O00D C01A 1.394(7) . ?
O00D C01H 1.427(8) . ?
O00G C01F 1.207(8) . ?
O009 C01A 1.435(7) . ?
O009 C011 1.375(7) . ?
N00H C00L 1.332(7) . ?
N00H C00P 1.382(7) . ?
N00I H00I 0.8800 . ?
N00I C00L 1.370(7) . ?
N00I C014 1.364(7) . ?
C00L C00U 1.453(7) . ?
C00P C00R 1.399(8) . ?
C00P C014 1.402(8) . ?
C00R C01G 1.383(8) . ?
C00S C00U 1.415(8) . ?
C00S C012 1.387(8) . ?
C00U C011 1.420(8) . ?
C01A H01A 0.9900 . ?
C01A H01B 0.9900 . ?
C01B H01C 0.9500 . ?
C01B C01G 1.409(9) . ?
C01B C015 1.400(9) . ?
C01D H01D 0.9500 . ?
C01D C011 1.382(8) . ?
C01D C018 1.397(8) . ?
C01F H01F 0.9500 . ?
C01F C015 1.471(9) . ?
C01G H01G 0.9500 . ?
C01H H01E 0.9800 . ?
C01H H01H 0.9800 . ?
C01H H01I 0.9800 . ?
C012 H012 0.9500 . ?
C012 C018 1.396(8) . ?
C014 C015 1.412(8) . ?
C018 H018 0.9500 . ?
Br02 C017 1.888(7) . ?
O00A H00A 0.8400 . ?
O00A C010 1.356(7) . ?
O00C C00X 1.379(7) . ?
O00C C01E 1.433(7) . ?
O00E C00M 1.211(8) . ?
O00F C01E 1.390(8) . ?
O00F C01I 1.434(8) . ?
N00J H00J 0.8800 . ?
N00J C00Q 1.381(7) . ?
N00J C00V 1.353(7) . ?
N00K C00N 1.392(7) . ?
N00K C00Q 1.327(7) . ?
C00M H00M 0.9500 . ?
C00M C00T 1.470(9) . ?
C00N C00V 1.402(8) . ?
C00N C017 1.382(8) . ?
C00O H00O 0.9500 . ?
C00O C00Z 1.386(8) . ?
C00O C010 1.389(8) . ?
C00Q C00Y 1.454(7) . ?
C00T C00V 1.413(8) . ?
C00T C016 1.395(9) . ?
C00X C00Y 1.405(8) . ?
C00X C013 1.393(8) . ?
C00Y C010 1.417(8) . ?
C00Z H00Z 0.9500 . ?
C00Z C013 1.392(8) . ?
C01E H01J 0.9900 . ?
C01E H01K 0.9900 . ?
C01I H01L 0.9800 . ?
C01I H01M 0.9800 . ?
C01I H01N 0.9800 . ?
C013 H013 0.9500 . ?
C016 H016 0.9500 . ?
C016 C019 1.386(10) . ?
C017 C019 1.396(9) . ?
C019 H019 0.9500 . ?
Cl00 C00W 1.759(7) . ?
Cl2 C00W 1.765(7) . ?
Cl4 C00W 1.773(6) . ?
C00W H00W 1.0000 . ?
Cl1 C01C 1.761(7) . ?
Cl3 C01C 1.766(7) . ?
Cl5 C01C 1.759(7) . ?
C01C H01O 1.0000 . ?

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
C00S O00B H00B 109.5 . . ?
C01A O00D C01H 112.7(5) . . ?
C011 O009 C01A 119.2(5) . . ?
C00L N00H C00P 105.7(5) . . ?
C00L N00I H00I 126.2 . . ?
C014 N00I H00I 126.2 . . ?
C014 N00I C00L 107.7(5) . . ?
N00H C00L N00I 111.4(5) . . ?
N00H C00L C00U 123.4(5) . . ?
N00I C00L C00U 125.2(5) . . ?
N00H C00P C00R 132.2(5) . . ?
N00H C00P C014 109.4(5) . . ?
C00R C00P C014 118.4(5) . . ?
C00P C00R Br01 119.6(4) . . ?
C01G C00R Br01 120.5(5) . . ?
C01G C00R C00P 119.9(6) . . ?
O00B C00S C00U 121.7(5) . . ?
O00B C00S C012 117.2(5) . . ?
C012 C00S C00U 121.1(5) . . ?
C00S C00U C00L 119.2(5) . . ?
C00S C00U C011 117.7(5) . . ?
C011 C00U C00L 123.1(5) . . ?
O00D C01A O009 112.4(5) . . ?
O00D C01A H01A 109.1 . . ?
O00D C01A H01B 109.1 . . ?
O009 C01A H01A 109.1 . . ?
O009 C01A H01B 109.1 . . ?
H01A C01A H01B 107.9 . . ?
C01G C01B H01C 119.5 . . ?
C015 C01B H01C 119.5 . . ?
C015 C01B C01G 121.0(5) . . ?
C011 C01D H01D 120.4 . . ?
C011 C01D C018 119.3(6) . . ?
C018 C01D H01D 120.4 . . ?
O00G C01F H01F 118.0 . . ?
O00G C01F C015 124.0(6) . . ?
C015 C01F H01F 118.0 . . ?
C00R C01G C01B 121.0(6) . . ?
C00R C01G H01G 119.5 . . ?
C01B C01G H01G 119.5 . . ?
O00D C01H H01E 109.5 . . ?
O00D C01H H01H 109.5 . . ?
O00D C01H H01I 109.5 . . ?
H01E C01H H01H 109.5 . . ?
H01E C01H H01I 109.5 . . ?
H01H C01H H01I 109.5 . . ?
O009 C011 C00U 115.3(5) . . ?
O009 C011 C01D 123.3(5) . . ?
C01D C011 C00U 121.3(5) . . ?
C00S C012 H012 120.3 . . ?
C00S C012 C018 119.4(6) . . ?
C018 C012 H012 120.3 . . ?
N00I C014 C00P 105.8(5) . . ?
N00I C014 C015 131.0(5) . . ?
C00P C014 C015 123.2(5) . . ?
C01B C015 C01F 121.8(6) . . ?
C01B C015 C014 116.5(5) . . ?
C014 C015 C01F 121.6(6) . . ?
C01D C018 H018 119.5 . . ?
C012 C018 C01D 121.1(5) . . ?
C012 C018 H018 119.5 . . ?
C010 O00A H00A 109.5 . . ?
C00X O00C C01E 118.9(5) . . ?
C01E O00F C01I 113.9(5) . . ?
C00Q N00J H00J 126.2 . . ?
C00V N00J H00J 126.2 . . ?
C00V N00J C00Q 107.5(5) . . ?
C00Q N00K C00N 105.5(5) . . ?
O00E C00M H00M 118.1 . . ?
O00E C00M C00T 123.7(6) . . ?
C00T C00M H00M 118.1 . . ?
N00K C00N C00V 109.0(5) . . ?
C017 C00N N00K 131.8(6) . . ?
C017 C00N C00V 119.2(6) . . ?
C00Z C00O H00O 120.2 . . ?
C00Z C00O C010 119.6(6) . . ?
C010 C00O H00O 120.2 . . ?
N00J C00Q C00Y 124.7(5) . . ?
N00K C00Q N00J 111.5(5) . . ?
N00K C00Q C00Y 123.8(5) . . ?
C00V C00T C00M 120.5(6) . . ?
C016 C00T C00M 123.1(6) . . ?
C016 C00T C00V 116.3(6) . . ?
N00J C00V C00N 106.4(5) . . ?
N00J C00V C00T 131.3(6) . . ?
C00N C00V C00T 122.3(5) . . ?
O00C C00X C00Y 115.1(5) . . ?
O00C C00X C013 123.1(5) . . ?
C013 C00X C00Y 121.8(5) . . ?
C00X C00Y C00Q 123.3(5) . . ?
C00X C00Y C010 117.9(5) . . ?
C010 C00Y C00Q 118.8(5) . . ?
C00O C00Z H00Z 119.2 . . ?
C00O C00Z C013 121.7(6) . . ?
C013 C00Z H00Z 119.2 . . ?
O00C C01E H01J 109.2 . . ?
O00C C01E H01K 109.2 . . ?
O00F C01E O00C 112.1(5) . . ?
O00F C01E H01J 109.2 . . ?
O00F C01E H01K 109.2 . . ?
H01J C01E H01K 107.9 . . ?
O00F C01I H01L 109.5 . . ?
O00F C01I H01M 109.5 . . ?
O00F C01I H01N 109.5 . . ?
H01L C01I H01M 109.5 . . ?
H01L C01I H01N 109.5 . . ?
H01M C01I H01N 109.5 . . ?
O00A C010 C00O 117.2(5) . . ?
O00A C010 C00Y 122.2(5) . . ?
C00O C010 C00Y 120.6(5) . . ?
C00X C013 H013 120.8 . . ?
C00Z C013 C00X 118.4(5) . . ?
C00Z C013 H013 120.8 . . ?
C00T C016 H016 118.9 . . ?
C019 C016 C00T 122.1(6) . . ?
C019 C016 H016 118.9 . . ?
C00N C017 Br02 120.2(5) . . ?
C00N C017 C019 119.8(6) . . ?
C019 C017 Br02 120.0(5) . . ?
C016 C019 C017 120.3(6) . . ?
C016 C019 H019 119.9 . . ?
C017 C019 H019 119.9 . . ?
Cl00 C00W Cl2 110.4(3) . . ?
Cl00 C00W Cl4 110.3(4) . . ?
Cl00 C00W H00W 108.4 . . ?
Cl2 C00W Cl4 110.7(3) . . ?
Cl2 C00W H00W 108.4 . . ?
Cl4 C00W H00W 108.4 . . ?
Cl1 C01C Cl3 110.5(4) . . ?
Cl1 C01C H01O 108.5 . . ?
Cl3 C01C H01O 108.5 . . ?
Cl5 C01C Cl1 110.5(4) . . ?
Cl5 C01C Cl3 110.4(4) . . ?
Cl5 C01C H01O 108.5 . . ?

_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 20.773
_oxdiff_exptl_absorpt_empirical_full_min 0.293
_exptl_crystal_recrystallization_method 
'Slow evaporation of a Chloroform solution'
####################################################################### 
# 
# 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_hp-7-40b
_database_code_depnum_ccdc_archive 'CCDC 2031618'
loop_
_audit_author_name
_audit_author_address
'Hyunchang Park'
;Seoul National University
South Korea
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;
_audit_creation_date             2020-07-10
_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         '1.14(C16 H14 N2 O4)'
_chemical_formula_sum            'C18.29 H16 N2.29 O4.57'
_chemical_formula_weight         340.90
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H14 N2 O4'
_chemical_oxdiff_usercomment     HP-7-40b
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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   17.4514(4)
_cell_length_b                   4.64770(10)
_cell_length_c                   35.6080(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.334(2)
_cell_angle_gamma                90
_cell_volume                     2821.46(11)
_cell_formula_units_Z            7
_cell_measurement_reflns_used    7469
_cell_measurement_temperature    93
_cell_measurement_theta_max      78.3280
_cell_measurement_theta_min      5.1090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.547
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1248
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 0 0.3754
0 -3 0 0.3578
-11 0 4 0.0105
10 0 -15 0.0357
10 0 4 0.0320
1 0 -23 0.0199
4 0 19 0.0154

_exptl_crystal_size_max          0.733
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.038
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
0.0052 2.9998 -0.0133 0.7736 0.3401 -0.5243
-0.0052 -2.9998 0.0133 -0.7736 -0.3401 0.5243
-11.0000 0.0005 3.9992 -0.4652 -0.2139 -0.8254
10.0012 -0.0024 -14.9979 0.6186 -0.2691 0.7390
9.9992 0.0008 3.9997 0.2914 0.5060 0.7580
1.0024 -0.0038 -22.9971 0.4322 -0.9039 0.0525
3.9979 0.0032 18.9977 -0.1831 0.9122 0.3205

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1365
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            16079
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.125
_diffrn_reflns_theta_min         5.086
_diffrn_ambient_temperature      93
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00  33.00   0.50   31.53    --    0.00 -77.00 -30.00  244
  2  ω    -27.00  89.00   0.50   31.53    --    0.00  57.00  60.00  232
  3  ω      3.00 121.00   0.50   31.53    --   32.00  66.00 147.13  236
  4  ω     14.00 104.00   0.50   31.53    --   40.00  53.00 -94.96  180
  5  ω     54.00  94.00   0.50   31.53    --   52.00  61.00 -96.06   80
  6  ω     81.00 108.00   0.50   23.43    --  105.20 -82.00  60.00   54
  7  ω     19.00  45.00   0.50   23.43    --  105.20 -82.00  60.00   52
  8  ω     79.00 169.00   0.50   23.43    --  105.20  45.00-120.00  180
  9  ω     73.00 100.00   0.50   23.43    --  105.20 -82.00  30.00   54
 10  ω     76.00 187.00   0.50   23.43    --  105.20  30.00   0.00  222
 11  ω     17.00 134.00   0.50   23.43    --  105.20 -61.00 120.00  234
 12  ω     68.00 114.00   0.50   23.43    --  105.20 -82.00-120.00   92
 13  ω     81.00 109.00   0.50   23.43    --  105.20  45.00-150.00   56
 14  ω     17.00 130.00   0.50   23.43    --  105.20 -61.00 -30.00  226
 15  ω     86.00 160.00   0.50   23.43    --  105.20  45.00 -90.00  148
 16  ω    103.00 135.00   0.50   23.43    --  105.20  75.00  14.57   64
 17  ω     73.00 139.00   0.50   23.43    --  105.20 -82.00 150.00  132
 18  ω     76.00 195.00   0.50   23.43    --  105.20  30.00 -30.00  238
 19  ω     20.00 103.00   0.50   23.43    --  105.20 -82.00 120.00  166
 20  ω    142.00 174.00   0.50   23.43    --  105.20  45.00-150.00   64
 21  ω     85.00 137.00   0.50   23.43    --  105.20 -82.00-180.00  104
 22  ω     17.00 140.00   0.50   23.43    --  105.20 -82.00 -30.00  246
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0360256000
_diffrn_orient_matrix_UB_12      0.2577326000
_diffrn_orient_matrix_UB_13      -0.0172649000
_diffrn_orient_matrix_UB_21      0.0342800000
_diffrn_orient_matrix_UB_22      0.1135109000
_diffrn_orient_matrix_UB_23      0.0407822000
_diffrn_orient_matrix_UB_31      0.0754035000
_diffrn_orient_matrix_UB_32      -0.1748920000
_diffrn_orient_matrix_UB_33      0.0010345000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2435
_reflns_number_total             2987
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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         0.363
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2987
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0830
_refine_ls_restrained_S_all      1.078
_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)+(0.1820P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2263
_refine_ls_wR_factor_ref         0.2396
_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:
 C00I(H00a,H00b)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), C00D(H00D), C00F(H00F), C00G(H00G), C00H(H00H), C00J(H00J),
 C00K(H00K), C00L(H00L)
2.c Idealised Me refined as rotating group:
 C00M(H00c,H00e,H00i)
2.d Idealised tetrahedral OH refined as rotating group:
 O003(H003)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.56069(9) 0.8396(3) 0.67956(4) 0.0279(4) Uani 1 1 d . . . . .
O002 O 0.58279(8) 1.0063(3) 0.74331(4) 0.0297(4) Uani 1 1 d . . . . .
O003 O 0.42600(9) 1.1269(3) 0.55355(4) 0.0326(4) Uani 1 1 d . . . . .
H003 H 0.4582 1.0175 0.5475 0.049 Uiso 1 1 calc GR . . . .
O004 O 0.72031(10) 0.2377(3) 0.66534(4) 0.0356(4) Uani 1 1 d . . . . .
N005 N 0.60207(10) 0.6060(3) 0.61947(5) 0.0246(4) Uani 1 1 d . . . . .
H005 H 0.6167 0.5938 0.6441 0.029 Uiso 1 1 calc R . . . .
N006 N 0.53636(11) 0.7516(3) 0.56180(5) 0.0266(4) Uani 1 1 d . . . . .
C00A C 0.49693(12) 0.9800(4) 0.61669(6) 0.0248(5) Uani 1 1 d . . . . .
C00B C 0.50446(12) 1.0095(4) 0.65679(6) 0.0256(5) Uani 1 1 d . . . . .
C00C C 0.43927(12) 1.1478(4) 0.59222(6) 0.0274(5) Uani 1 1 d . . . . .
C00D C 0.45818(12) 1.2002(4) 0.67190(6) 0.0286(5) Uani 1 1 d . . . . .
H00D H 0.4639 1.2180 0.6984 0.034 Uiso 1 1 calc R . . . .
C00E C 0.69118(12) 0.2435(4) 0.59732(6) 0.0261(5) Uani 1 1 d . . . . .
C00F C 0.60871(13) 0.4326(4) 0.52341(6) 0.0291(5) Uani 1 1 d . . . . .
H00F H 0.5822 0.4938 0.4993 0.035 Uiso 1 1 calc R . . . .
C00G C 0.66696(13) 0.2256(5) 0.52736(6) 0.0312(5) Uani 1 1 d . . . . .
H00G H 0.6793 0.1468 0.5054 0.037 Uiso 1 1 calc R . . . .
C00H C 0.70769(13) 0.1315(4) 0.56338(6) 0.0301(5) Uani 1 1 d . . . . .
H00H H 0.7464 -0.0079 0.5649 0.036 Uiso 1 1 calc R . . . .
C00I C 0.55302(14) 0.7845(4) 0.71790(6) 0.0299(5) Uani 1 1 d . . . . .
H00A H 0.4980 0.7569 0.7181 0.036 Uiso 1 1 calc R . . . .
H00B H 0.5804 0.6075 0.7268 0.036 Uiso 1 1 calc R . . . .
C00J C 0.40297(13) 1.3651(4) 0.64703(7) 0.0320(5) Uani 1 1 d . . . . .
H00J H 0.3719 1.4939 0.6571 0.038 Uiso 1 1 calc R . . . .
C00K C 0.39324(13) 1.3415(4) 0.60751(6) 0.0304(5) Uani 1 1 d . . . . .
H00K H 0.3562 1.4542 0.5913 0.037 Uiso 1 1 calc R . . . .
C00L C 0.73214(13) 0.1433(5) 0.63488(6) 0.0310(5) Uani 1 1 d . . . . .
H00L H 0.7695 -0.0009 0.6359 0.037 Uiso 1 1 calc R . . . .
C00M C 0.66638(13) 1.0185(6) 0.75198(7) 0.0389(6) Uani 1 1 d . . . . .
H00C H 0.6847 1.0494 0.7287 0.058 Uiso 1 1 calc GR . . . .
H00E H 0.6871 0.8404 0.7635 0.058 Uiso 1 1 calc GR . . . .
H00I H 0.6835 1.1739 0.7695 0.058 Uiso 1 1 calc GR . . . .
C007 C 0.54427(12) 0.7811(4) 0.59949(6) 0.0248(5) Uani 1 1 d . . . . .
C008 C 0.63234(11) 0.4538(4) 0.59295(5) 0.0239(5) Uani 1 1 d . . . . .
C009 C 0.59113(12) 0.5465(4) 0.55689(6) 0.0265(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00B 1.380(2) . ?
O001 C00I 1.423(2) . ?
O002 C00I 1.397(2) . ?
O002 C00M 1.426(3) . ?
O003 H003 0.8200 . ?
O003 C00C 1.350(2) . ?
O004 C00L 1.228(3) . ?
N005 H005 0.8600 . ?
N005 C007 1.371(3) . ?
N005 C008 1.373(2) . ?
N006 C007 1.326(2) . ?
N006 C009 1.387(3) . ?
C00A C00B 1.412(3) . ?
C00A C00C 1.416(3) . ?
C00A C007 1.459(3) . ?
C00B C00D 1.383(3) . ?
C00C C00K 1.392(3) . ?
C00D H00D 0.9300 . ?
C00D C00J 1.391(3) . ?
C00E C00H 1.401(3) . ?
C00E C00L 1.452(3) . ?
C00E C008 1.402(3) . ?
C00F H00F 0.9300 . ?
C00F C00G 1.385(3) . ?
C00F C009 1.397(3) . ?
C00G H00G 0.9300 . ?
C00G C00H 1.397(3) . ?
C00H H00H 0.9300 . ?
C00I H00A 0.9700 . ?
C00I H00B 0.9700 . ?
C00J H00J 0.9300 . ?
C00J C00K 1.385(3) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00M H00C 0.9600 . ?
C00M H00E 0.9600 . ?
C00M H00I 0.9600 . ?
C008 C009 1.399(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00B O001 C00I 117.78(15) . . ?
C00I O002 C00M 113.03(17) . . ?
C00C O003 H003 109.5 . . ?
C007 N005 H005 126.4 . . ?
C007 N005 C008 107.29(16) . . ?
C008 N005 H005 126.4 . . ?
C007 N006 C009 105.84(16) . . ?
C00B C00A C00C 117.97(18) . . ?
C00B C00A C007 123.17(18) . . ?
C00C C00A C007 118.84(17) . . ?
O001 C00B C00A 116.08(17) . . ?
O001 C00B C00D 122.61(18) . . ?
C00D C00B C00A 121.30(19) . . ?
O003 C00C C00A 122.17(18) . . ?
O003 C00C C00K 117.23(19) . . ?
C00K C00C C00A 120.60(19) . . ?
C00B C00D H00D 120.4 . . ?
C00B C00D C00J 119.2(2) . . ?
C00J C00D H00D 120.4 . . ?
C00H C00E C00L 121.59(19) . . ?
C00H C00E C008 116.35(19) . . ?
C008 C00E C00L 122.05(18) . . ?
C00G C00F H00F 121.1 . . ?
C00G C00F C009 117.8(2) . . ?
C009 C00F H00F 121.1 . . ?
C00F C00G H00G 119.0 . . ?
C00F C00G C00H 121.9(2) . . ?
C00H C00G H00G 119.0 . . ?
C00E C00H H00H 119.4 . . ?
C00G C00H C00E 121.2(2) . . ?
C00G C00H H00H 119.4 . . ?
O001 C00I H00A 109.0 . . ?
O001 C00I H00B 109.0 . . ?
O002 C00I O001 112.97(16) . . ?
O002 C00I H00A 109.0 . . ?
O002 C00I H00B 109.0 . . ?
H00A C00I H00B 107.8 . . ?
C00D C00J H00J 119.3 . . ?
C00K C00J C00D 121.4(2) . . ?
C00K C00J H00J 119.3 . . ?
C00C C00K H00K 120.2 . . ?
C00J C00K C00C 119.5(2) . . ?
C00J C00K H00K 120.2 . . ?
O004 C00L C00E 123.8(2) . . ?
O004 C00L H00L 118.1 . . ?
C00E C00L H00L 118.1 . . ?
O002 C00M H00C 109.5 . . ?
O002 C00M H00E 109.5 . . ?
O002 C00M H00I 109.5 . . ?
H00C C00M H00E 109.5 . . ?
H00C C00M H00I 109.5 . . ?
H00E C00M H00I 109.5 . . ?
N005 C007 C00A 125.31(18) . . ?
N006 C007 N005 111.70(17) . . ?
N006 C007 C00A 122.98(18) . . ?
N005 C008 C00E 131.54(18) . . ?
N005 C008 C009 105.95(17) . . ?
C009 C008 C00E 122.50(18) . . ?
N006 C009 C00F 130.59(19) . . ?
N006 C009 C008 109.21(17) . . ?
C00F C009 C008 120.2(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 5.531
_oxdiff_exptl_absorpt_empirical_full_min 0.256
_exptl_crystal_recrystallization_method 'Slow evaporation of an EtOAc solution'
