# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9mara
_database_code_depnum_ccdc_archive 'CCDC 2352853'
loop_
_audit_author_name
_audit_author_address
'Akhilesh Kumar'
;INDIAN INSTITUTE OF TECHNOLOGY KANPUR
India
;
_audit_update_record             
;
2024-05-03 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2021-06-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 N O4'
_chemical_formula_sum            'C19 H17 N O4'
_chemical_formula_weight         323.33
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   16.790(2)
_cell_length_b                   9.1114(12)
_cell_length_c                   10.3491(13)
_cell_angle_alpha                90
_cell_angle_beta                 104.207(5)
_cell_angle_gamma                90
_cell_volume                     1534.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9055
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      0.746
_cell_measurement_theta_min      0.607
_shelx_estimated_absorpt_T_max   28.370
_shelx_estimated_absorpt_T_min   0.992
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1379 before and 0.0700 after correction.
The Ratio of minimum to maximum transmission is 0.8133.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.6065
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            31542
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.370
_diffrn_reflns_theta_min         3.020
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine focused sealed tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2881
_reflns_number_total             3814
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0062(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3814
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.057
_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+1.1378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0974
_refine_ls_wR_factor_ref         0.1111
_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:
 C00E(H00E), C00J(H00J)
2.b Secondary CH2 refined with riding coordinates:
 C00N(H00C,H00D)
2.c Aromatic/amide H refined with riding coordinates:
 N005(H005), C00A(H00A), C00B(H00B), C00G(H00G), C00H(H00H), C00I(H00I),
 C00K(H00K), C00L(H00L), C00M(H00M)
2.d Idealised Me refined as rotating group:
 C00O(H00F,H00N,H00O)
2.e 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 0.71326(7) 0.36594(12) 0.36197(11) 0.0191(3) Uani 1 1 d . . . . .
O002 O 0.86978(7) 0.22673(13) 0.76923(11) 0.0202(3) Uani 1 1 d . . . . .
O003 O 0.88158(8) 0.76469(12) 0.72490(11) 0.0219(3) Uani 1 1 d . . . . .
H003 H 0.875486 0.849271 0.697146 0.033 Uiso 1 1 calc R U . . .
O004 O 0.83559(8) 0.04443(13) 0.62061(12) 0.0286(3) Uani 1 1 d . . . . .
N005 N 0.55526(9) -0.02005(15) 0.28768(13) 0.0199(3) Uani 1 1 d . . . . .
H005 H 0.534268 -0.093606 0.239057 0.024 Uiso 1 1 calc R U . . .
C006 C 0.75310(10) 0.47404(17) 0.44574(15) 0.0167(3) Uani 1 1 d . . . . .
C007 C 0.64820(10) 0.14232(17) 0.39643(15) 0.0172(3) Uani 1 1 d . . . . .
C008 C 0.78328(10) 0.42919(17) 0.57624(15) 0.0161(3) Uani 1 1 d . . . . .
C009 C 0.83612(10) 0.67121(17) 0.63060(16) 0.0175(3) Uani 1 1 d . . . . .
C00A C 0.82549(10) 0.52781(17) 0.67083(15) 0.0171(3) Uani 1 1 d . . . . .
H00A H 0.846198 0.499028 0.758906 0.021 Uiso 1 1 calc R U . . .
C00B C 0.80439(10) 0.71510(17) 0.49964(16) 0.0186(3) Uani 1 1 d . . . . .
H00B H 0.811512 0.811451 0.475020 0.022 Uiso 1 1 calc R U . . .
C00C C 0.56950(10) 0.18007(17) 0.41887(15) 0.0172(3) Uani 1 1 d . . . . .
C00D C 0.51267(10) 0.07551(17) 0.34905(15) 0.0183(3) Uani 1 1 d . . . . .
C00E C 0.75847(10) 0.26984(17) 0.58561(15) 0.0166(3) Uani 1 1 d . . . . .
H00E H 0.712617 0.266076 0.628646 0.020 Uiso 1 1 calc R U . . .
C00F C 0.82497(10) 0.16705(17) 0.65807(15) 0.0180(3) Uani 1 1 d . . . . .
C00G C 0.54108(11) 0.28942(18) 0.49268(15) 0.0193(3) Uani 1 1 d . . . . .
H00G H 0.577003 0.359302 0.540128 0.023 Uiso 1 1 calc R U . . .
C00H C 0.63605(10) 0.02023(18) 0.31607(15) 0.0188(3) Uani 1 1 d . . . . .
H00H H 0.676774 -0.027833 0.285553 0.023 Uiso 1 1 calc R U . . .
C00I C 0.76205(10) 0.61635(18) 0.40487(16) 0.0189(3) Uani 1 1 d . . . . .
H00I H 0.740490 0.645022 0.316985 0.023 Uiso 1 1 calc R U . . .
C00J C 0.72608(10) 0.22601(17) 0.43589(15) 0.0174(3) Uani 1 1 d . . . . .
H00J H 0.769125 0.170574 0.408309 0.021 Uiso 1 1 calc R U . . .
C00K C 0.42987(11) 0.07779(19) 0.34867(16) 0.0217(4) Uani 1 1 d . . . . .
H00K H 0.393452 0.008520 0.301386 0.026 Uiso 1 1 calc R U . . .
C00L C 0.45878(11) 0.29107(19) 0.49336(16) 0.0216(4) Uani 1 1 d . . . . .
H00L H 0.439563 0.362401 0.542439 0.026 Uiso 1 1 calc R U . . .
C00M C 0.40377(11) 0.1869(2) 0.42126(17) 0.0233(4) Uani 1 1 d . . . . .
H00M H 0.348612 0.191562 0.422409 0.028 Uiso 1 1 calc R U . . .
C00N C 0.93696(11) 0.13954(19) 0.84893(17) 0.0236(4) Uani 1 1 d . . . . .
H00C H 0.976079 0.114771 0.797231 0.028 Uiso 1 1 calc R U . . .
H00D H 0.916100 0.049350 0.878079 0.028 Uiso 1 1 calc R U . . .
C00O C 0.97705(12) 0.2322(2) 0.96653(18) 0.0306(4) Uani 1 1 d . . . . .
H00F H 0.995346 0.322698 0.936054 0.046 Uiso 1 1 calc R U . . .
H00N H 1.023271 0.180552 1.020355 0.046 Uiso 1 1 calc R U . . .
H00O H 0.938222 0.252644 1.018527 0.046 Uiso 1 1 calc R U . . .


_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 C006 1.3728(19) . ?
O001 C00J 1.4752(18) . ?
O002 C00F 1.3268(19) . ?
O002 C00N 1.4585(19) . ?
O003 H003 0.8200 . ?
O003 C009 1.3766(19) . ?
O004 C00F 1.210(2) . ?
N005 H005 0.8600 . ?
N005 C00D 1.377(2) . ?
N005 C00H 1.366(2) . ?
C006 C008 1.383(2) . ?
C006 C00I 1.384(2) . ?
C007 C00C 1.438(2) . ?
C007 C00H 1.374(2) . ?
C007 C00J 1.482(2) . ?
C008 C00A 1.388(2) . ?
C008 C00E 1.520(2) . ?
C009 C00A 1.396(2) . ?
C009 C00B 1.388(2) . ?
C00A H00A 0.9300 . ?
C00B H00B 0.9300 . ?
C00B C00I 1.391(2) . ?
C00C C00D 1.415(2) . ?
C00C C00G 1.408(2) . ?
C00D C00K 1.389(2) . ?
C00E H00E 0.9800 . ?
C00E C00F 1.508(2) . ?
C00E C00J 1.563(2) . ?
C00G H00G 0.9300 . ?
C00G C00L 1.384(2) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9800 . ?
C00K H00K 0.9300 . ?
C00K C00M 1.381(2) . ?
C00L H00L 0.9300 . ?
C00L C00M 1.404(2) . ?
C00M H00M 0.9300 . ?
C00N H00C 0.9700 . ?
C00N H00D 0.9700 . ?
C00N C00O 1.498(2) . ?
C00O H00F 0.9600 . ?
C00O H00N 0.9600 . ?
C00O H00O 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C006 O001 C00J 107.82(11) . . ?
C00F O002 C00N 117.54(13) . . ?
C009 O003 H003 109.5 . . ?
C00D N005 H005 125.3 . . ?
C00H N005 H005 125.3 . . ?
C00H N005 C00D 109.37(13) . . ?
O001 C006 C008 114.19(13) . . ?
O001 C006 C00I 123.50(14) . . ?
C008 C006 C00I 122.30(15) . . ?
C00C C007 C00J 128.02(14) . . ?
C00H C007 C00C 106.60(14) . . ?
C00H C007 C00J 124.99(15) . . ?
C006 C008 C00A 119.91(14) . . ?
C006 C008 C00E 107.70(13) . . ?
C00A C008 C00E 132.35(14) . . ?
O003 C009 C00A 117.19(14) . . ?
O003 C009 C00B 121.82(14) . . ?
C00B C009 C00A 120.96(14) . . ?
C008 C00A C009 118.42(14) . . ?
C008 C00A H00A 120.8 . . ?
C009 C00A H00A 120.8 . . ?
C009 C00B H00B 119.7 . . ?
C009 C00B C00I 120.63(15) . . ?
C00I C00B H00B 119.7 . . ?
C00D C00C C007 106.71(14) . . ?
C00G C00C C007 134.73(15) . . ?
C00G C00C C00D 118.54(15) . . ?
N005 C00D C00C 107.46(14) . . ?
N005 C00D C00K 129.85(15) . . ?
C00K C00D C00C 122.70(15) . . ?
C008 C00E H00E 108.7 . . ?
C008 C00E C00J 102.41(12) . . ?
C00F C00E C008 116.34(13) . . ?
C00F C00E H00E 108.7 . . ?
C00F C00E C00J 111.67(13) . . ?
C00J C00E H00E 108.7 . . ?
O002 C00F C00E 111.69(13) . . ?
O004 C00F O002 124.01(15) . . ?
O004 C00F C00E 124.28(15) . . ?
C00C C00G H00G 120.6 . . ?
C00L C00G C00C 118.83(15) . . ?
C00L C00G H00G 120.6 . . ?
N005 C00H C007 109.86(15) . . ?
N005 C00H H00H 125.1 . . ?
C007 C00H H00H 125.1 . . ?
C006 C00I C00B 117.76(14) . . ?
C006 C00I H00I 121.1 . . ?
C00B C00I H00I 121.1 . . ?
O001 C00J C007 107.18(12) . . ?
O001 C00J C00E 105.33(12) . . ?
O001 C00J H00J 108.6 . . ?
C007 C00J C00E 118.27(13) . . ?
C007 C00J H00J 108.6 . . ?
C00E C00J H00J 108.6 . . ?
C00D C00K H00K 121.3 . . ?
C00M C00K C00D 117.40(16) . . ?
C00M C00K H00K 121.3 . . ?
C00G C00L H00L 119.4 . . ?
C00G C00L C00M 121.16(16) . . ?
C00M C00L H00L 119.4 . . ?
C00K C00M C00L 121.36(17) . . ?
C00K C00M H00M 119.3 . . ?
C00L C00M H00M 119.3 . . ?
O002 C00N H00C 110.4 . . ?
O002 C00N H00D 110.4 . . ?
O002 C00N C00O 106.46(14) . . ?
H00C C00N H00D 108.6 . . ?
C00O C00N H00C 110.4 . . ?
C00O C00N H00D 110.4 . . ?
C00N C00O H00F 109.5 . . ?
C00N C00O H00N 109.5 . . ?
C00N C00O H00O 109.5 . . ?
H00F C00O H00N 109.5 . . ?
H00F C00O H00O 109.5 . . ?
H00N C00O H00O 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C006 C008 C00A 179.45(14) . . . . ?
O001 C006 C008 C00E -2.29(19) . . . . ?
O001 C006 C00I C00B -179.48(15) . . . . ?
O003 C009 C00A C008 -176.95(14) . . . . ?
O003 C009 C00B C00I 176.88(15) . . . . ?
N005 C00D C00K C00M 179.24(15) . . . . ?
C006 O001 C00J C007 141.63(13) . . . . ?
C006 O001 C00J C00E 14.85(16) . . . . ?
C006 C008 C00A C009 0.1(2) . . . . ?
C006 C008 C00E C00F 133.09(14) . . . . ?
C006 C008 C00E C00J 11.03(17) . . . . ?
C007 C00C C00D N005 -0.07(17) . . . . ?
C007 C00C C00D C00K 179.82(14) . . . . ?
C007 C00C C00G C00L -178.79(16) . . . . ?
C008 C006 C00I C00B 1.2(2) . . . . ?
C008 C00E C00F O002 43.29(19) . . . . ?
C008 C00E C00F O004 -137.65(17) . . . . ?
C008 C00E C00J O001 -15.43(16) . . . . ?
C008 C00E C00J C007 -135.10(14) . . . . ?
C009 C00B C00I C006 -0.2(2) . . . . ?
C00A C008 C00E C00F -48.9(2) . . . . ?
C00A C008 C00E C00J -171.00(17) . . . . ?
C00A C009 C00B C00I -0.8(2) . . . . ?
C00B C009 C00A C008 0.8(2) . . . . ?
C00C C007 C00H N005 -0.13(17) . . . . ?
C00C C007 C00J O001 -64.20(19) . . . . ?
C00C C007 C00J C00E 54.5(2) . . . . ?
C00C C00D C00K C00M -0.6(2) . . . . ?
C00C C00G C00L C00M -0.5(2) . . . . ?
C00D N005 C00H C007 0.09(18) . . . . ?
C00D C00C C00G C00L -0.4(2) . . . . ?
C00D C00K C00M C00L -0.4(2) . . . . ?
C00E C008 C00A C009 -177.65(16) . . . . ?
C00F O002 C00N C00O 179.67(14) . . . . ?
C00F C00E C00J O001 -140.61(13) . . . . ?
C00F C00E C00J C007 99.71(17) . . . . ?
C00G C00C C00D N005 -178.85(13) . . . . ?
C00G C00C C00D C00K 1.0(2) . . . . ?
C00G C00L C00M C00K 1.0(2) . . . . ?
C00H N005 C00D C00C -0.01(17) . . . . ?
C00H N005 C00D C00K -179.89(16) . . . . ?
C00H C007 C00C C00D 0.12(17) . . . . ?
C00H C007 C00C C00G 178.61(17) . . . . ?
C00H C007 C00J O001 107.50(17) . . . . ?
C00H C007 C00J C00E -133.79(16) . . . . ?
C00I C006 C008 C00A -1.1(2) . . . . ?
C00I C006 C008 C00E 177.12(15) . . . . ?
C00J O001 C006 C008 -8.32(18) . . . . ?
C00J O001 C006 C00I 172.28(15) . . . . ?
C00J C007 C00C C00D 173.03(15) . . . . ?
C00J C007 C00C C00G -8.5(3) . . . . ?
C00J C007 C00H N005 -173.32(14) . . . . ?
C00J C00E C00F O002 160.34(13) . . . . ?
C00J C00E C00F O004 -20.6(2) . . . . ?
C00N O002 C00F O004 1.4(2) . . . . ?
C00N O002 C00F C00E -179.52(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_3mare_0m
_database_code_depnum_ccdc_archive 'CCDC 2352854'
loop_
_audit_author_name
_audit_author_address
'Akhilesh Kumar'
;INDIAN INSTITUTE OF TECHNOLOGY KANPUR
India
;
_audit_update_record             
;
2024-05-03 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_audit_creation_date             2024-05-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C26 H23 N2 O4), 0.5(C26 H22 N2 O4)'
_chemical_formula_sum            'C26 H22.50 N2 O4'
_chemical_formula_weight         426.96
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   14.203(3)
_cell_length_b                   12.372(3)
_cell_length_c                   25.592(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.499(6)
_cell_angle_gamma                90
_cell_volume                     4353.7(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   0.746
_shelx_estimated_absorpt_T_min   0.598
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1568 before and 0.0802 after correction.
The Ratio of minimum to maximum transmission is 0.8019.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1796
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.5980
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_unetI/netI     0.0943
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            38332
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.310
_diffrn_reflns_theta_min         2.214
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4648
_reflns_number_total             10772
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.159
_refine_diff_density_min         -1.087
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.590
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         10772
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2916
_refine_ls_R_factor_gt           0.1811
_refine_ls_restrained_S_all      1.590
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4490
_refine_ls_wR_factor_ref         0.5306
_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. Uiso/Uaniso restraints and constraints
Uanis(O00A) = Uanis(O00N) = Uanis(C3) = Uanis(C2)
Uanis(O00A) = Uanis(O00N)
Uanis(C01I) = Uanis(O00A)
3.a Ternary CH refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00L(H00L), C00U(H00U), C011(H011), C015(H015)
3.b Secondary CH2 refined with riding coordinates:
 C00O(H00A,H00B), C01D(H01A,H01C), C01G(H01L,H01N), C01L(H01Q,H01R)
3.c Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N007(H007), N009(H009), C00G(H00G), C00S(H00S),
 C00V(H00V), C00W(H00W), C00Z(H00Z), C013(H013), C014(H014), C016(H016),
 C018(H018), C01A(H01H), C01B(H01B), C01C(H01I), C01E(H01J), C01F(H01F),
 C01H(H01P), C01K(H01K), C01M(H01M), C01N(H01S), C01O(H01O), C2(H2)
3.d Idealised Me refined as rotating group:
 C01J(H01D,H01E,H01G), C01P(H01T,H01U,H01V)
3.e :
 C3(H3)
;
_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 0.0323(3) 0.5439(3) 0.23228(15) 0.0388(10) Uani 1 1 d . . . . .
O002 O 0.0092(3) 0.6471(3) 0.15778(16) 0.0477(11) Uani 1 1 d . . . . .
O003 O 0.1155(4) 0.6818(4) 0.40664(18) 0.0598(13) Uani 1 1 d . . . . .
O004 O 0.4689(3) 0.3188(3) 0.2759(2) 0.0639(14) Uani 1 1 d . . . . .
N005 N 0.1653(3) 0.3871(4) 0.3019(2) 0.0455(13) Uani 1 1 d . . . . .
H005 H 0.130759 0.442719 0.289196 0.055 Uiso 1 1 calc R U . . .
N006 N 0.1467(4) 0.0285(4) 0.2212(2) 0.0474(13) Uani 1 1 d . . . . .
H006 H 0.107249 0.018483 0.241349 0.057 Uiso 1 1 calc R U . . .
N007 N 0.3565(3) 0.8353(4) 0.2824(2) 0.0492(13) Uani 1 1 d . . . . .
H007 H 0.395075 0.843705 0.261632 0.059 Uiso 1 1 calc R U . . .
O008 O 0.4887(3) 0.2197(4) 0.3511(3) 0.0780(17) Uani 1 1 d . . . . .
N009 N 0.3259(4) 0.4684(4) 0.2081(3) 0.0668(18) Uani 1 1 d . . . . .
H009 H 0.357783 0.411582 0.221593 0.080 Uiso 1 1 calc R U . . .
O00A O 0.3995(5) 0.1792(6) 0.1049(3) 0.1123(16) Uani 1 1 d . . . . .
C00B C 0.0473(4) 0.6276(5) 0.2093(3) 0.0414(14) Uani 1 1 d . . . . .
C00C C 0.1105(4) 0.7202(4) 0.2366(2) 0.0376(13) Uani 1 1 d . . . . .
H00C H 0.073176 0.786444 0.225240 0.045 Uiso 1 1 calc R U . . .
C00D C 0.1351(4) 0.7187(4) 0.2986(2) 0.0365(13) Uani 1 1 d . . . . .
H00D H 0.149679 0.644120 0.310921 0.044 Uiso 1 1 calc R U . . .
O00E O -0.0150(4) 0.7855(6) 0.39127(19) 0.101(2) Uani 1 1 d . . . . .
C00F C 0.2473(4) 0.2316(4) 0.3040(2) 0.0391(14) Uani 1 1 d . . . . .
C00G C 0.1927(4) 0.3062(4) 0.2722(2) 0.0400(14) Uani 1 1 d . . . . .
H00G H 0.175560 0.303378 0.234724 0.048 Uiso 1 1 calc R U . . .
C00H C 0.2660(4) 0.7851(4) 0.2682(3) 0.0423(14) Uani 1 1 d . . . . .
C00I C 0.2274(4) 0.7822(4) 0.3120(2) 0.0385(13) Uani 1 1 d . . . . .
C00J C 0.0568(4) 0.7374(5) 0.3766(3) 0.0447(15) Uani 1 1 d . . . . .
C00K C 0.2567(4) 0.2660(5) 0.3594(3) 0.0444(15) Uani 1 1 d . . . . .
C00L C 0.2082(4) 0.7327(4) 0.2189(2) 0.0414(14) Uani 1 1 d . . . . .
H00L H 0.198420 0.783792 0.188731 0.050 Uiso 1 1 calc R U . . .
C00M C 0.2927(4) 0.8367(4) 0.3554(3) 0.0448(15) Uani 1 1 d . . . . .
O00N O 0.5449(5) 0.1023(5) 0.1277(3) 0.1123(16) Uani 1 1 d . . . . .
C00O C 0.0503(4) 0.7590(4) 0.3193(2) 0.0370(13) Uani 1 1 d . . . . .
H00A H 0.044482 0.836481 0.313444 0.044 Uiso 1 1 calc R U . . .
H00B H -0.008829 0.726079 0.297924 0.044 Uiso 1 1 calc R U . . .
C00P C 0.2034(4) 0.3633(5) 0.3563(3) 0.0486(16) Uani 1 1 d . . . . .
C00Q C 0.3740(4) 0.8693(4) 0.3349(3) 0.0447(15) Uani 1 1 d . . . . .
C00R C 0.2330(5) 0.0793(5) 0.2361(3) 0.0506(17) Uani 1 1 d . . . . .
C00S C 0.2992(4) 0.5526(4) 0.2362(3) 0.0500(16) Uani 1 1 d . . . . .
H00S H 0.313794 0.556303 0.273647 0.060 Uiso 1 1 calc R U . . .
C00T C 0.2496(4) 0.6290(5) 0.2033(3) 0.0473(16) Uani 1 1 d . . . . .
C00U C 0.2894(4) 0.1296(5) 0.2874(3) 0.0480(16) Uani 1 1 d . . . . .
H00U H 0.297694 0.076544 0.316594 0.058 Uiso 1 1 calc R U . . .
C00V C 0.3024(4) 0.2263(5) 0.4099(3) 0.0531(17) Uani 1 1 d . . . . .
H00V H 0.339241 0.163418 0.412816 0.064 Uiso 1 1 calc R U . . .
C00W C 0.2939(5) 0.8647(5) 0.4088(3) 0.0528(17) Uani 1 1 d . . . . .
H00W H 0.242651 0.845805 0.423495 0.063 Uiso 1 1 calc R U . . .
C00X C 0.1317(5) -0.0053(5) 0.1680(3) 0.0534(18) Uani 1 1 d . . . . .
C00Y C 0.2767(5) 0.0843(5) 0.1944(3) 0.0586(19) Uani 1 1 d . . . . .
C00Z C 0.4524(5) 0.9259(5) 0.3658(3) 0.0598(19) Uani 1 1 d . . . . .
H00Z H 0.504040 0.946341 0.351711 0.072 Uiso 1 1 calc R U . . .
C010 C 0.2442(4) 0.5912(6) 0.1504(3) 0.062(2) Uani 1 1 d . . . . .
C011 C 0.3903(4) 0.1454(5) 0.2720(3) 0.0562(19) Uani 1 1 d . . . . .
H011 H 0.428062 0.079763 0.284116 0.067 Uiso 1 1 calc R U . . .
C012 C 0.2116(6) 0.0294(5) 0.1494(3) 0.066(2) Uani 1 1 d . . . . .
C013 C 0.2939(5) 0.2786(6) 0.4555(3) 0.0573(18) Uani 1 1 d . . . . .
H013 H 0.322707 0.249717 0.489224 0.069 Uiso 1 1 calc R U . . .
C014 C 0.0564(6) -0.0610(5) 0.1355(3) 0.0575(19) Uani 1 1 d . . . . .
H014 H 0.001790 -0.079598 0.147339 0.069 Uiso 1 1 calc R U . . .
C015 C 0.3703(5) 0.1462(5) 0.2109(3) 0.064(2) Uani 1 1 d . . . . .
H015 H 0.357920 0.220886 0.198367 0.077 Uiso 1 1 calc R U . . .
C016 C 0.1955(6) 0.4190(5) 0.4031(3) 0.063(2) Uani 1 1 d . . . . .
H016 H 0.159937 0.482630 0.400909 0.075 Uiso 1 1 calc R U . . .
C017 C 0.4520(4) 0.2385(5) 0.2997(4) 0.065(2) Uani 1 1 d . . . . .
C018 C 0.3738(6) 0.9213(5) 0.4391(3) 0.065(2) Uani 1 1 d . . . . .
H018 H 0.375803 0.940148 0.474528 0.078 Uiso 1 1 calc R U . . .
C019 C 0.2911(5) 0.4927(6) 0.1527(4) 0.073(2) Uani 1 1 d . . . . .
C01A C 0.2420(6) 0.3758(6) 0.4514(3) 0.067(2) Uani 1 1 d . . . . .
H01H H 0.239279 0.411925 0.482910 0.080 Uiso 1 1 calc R U . . .
C01B C 0.4515(6) 0.9506(6) 0.4171(3) 0.073(2) Uani 1 1 d . . . . .
H01B H 0.503906 0.988108 0.438465 0.087 Uiso 1 1 calc R U . . .
C01C C 0.0638(7) -0.0886(5) 0.0850(3) 0.077(3) Uani 1 1 d . . . . .
H01I H 0.014393 -0.129323 0.063028 0.093 Uiso 1 1 calc R U . . .
C01D C -0.0515(5) 0.5643(6) 0.1277(3) 0.067(2) Uani 1 1 d . . . . .
H01A H -0.017149 0.495837 0.132166 0.081 Uiso 1 1 calc R U . . .
H01C H -0.109897 0.556166 0.140429 0.081 Uiso 1 1 calc R U . . .
C01E C 0.2170(7) 0.0005(5) 0.0970(3) 0.084(3) Uani 1 1 d . . . . .
H01J H 0.270274 0.020794 0.084244 0.100 Uiso 1 1 calc R U . . .
C01F C 0.2016(5) 0.6327(7) 0.0991(3) 0.080(3) Uani 1 1 d . . . . .
H01F H 0.167480 0.697538 0.095873 0.095 Uiso 1 1 calc R U . . .
C01G C 0.4585(6) 0.1035(5) 0.1922(4) 0.092(3) Uani 1 1 d . . . . .
H01L H 0.517343 0.129062 0.217238 0.110 Uiso 1 1 calc R U . . .
H01N H 0.458642 0.025184 0.194299 0.110 Uiso 1 1 calc R U . . .
C01H C 0.1426(8) -0.0580(6) 0.0652(4) 0.099(3) Uani 1 1 d . . . . .
H01P H 0.144647 -0.077314 0.030393 0.118 Uiso 1 1 calc R U . . .
C01I C 0.4619(8) 0.1342(9) 0.1384(5) 0.1123(16) Uani 1 1 d . . . . .
C01J C -0.0764(6) 0.5953(8) 0.0720(3) 0.097(3) Uani 1 1 d . . . . .
H01D H -0.082048 0.531862 0.049787 0.146 Uiso 1 1 calc R U . . .
H01E H -0.026652 0.641503 0.065029 0.146 Uiso 1 1 calc R U . . .
H01G H -0.137340 0.633207 0.063769 0.146 Uiso 1 1 calc R U . . .
C01K C 0.2988(5) 0.4335(8) 0.1085(4) 0.117(4) Uani 1 1 d . . . . .
H01K H 0.331808 0.367933 0.112338 0.140 Uiso 1 1 calc R U . . .
C01L C 0.5515(6) 0.3036(7) 0.3813(4) 0.110(4) Uani 1 1 d . . . . .
H01Q H 0.516085 0.371031 0.379787 0.133 Uiso 1 1 calc R U . . .
H01R H 0.607113 0.315316 0.366465 0.133 Uiso 1 1 calc R U . . .
C01M C 0.2561(6) 0.4744(9) 0.0587(4) 0.132(5) Uani 1 1 d . . . . .
H01M H 0.257093 0.434446 0.028078 0.158 Uiso 1 1 calc R U . . .
C01N C 0.5583(8) 0.1290(8) 0.0742(4) 0.124(5) Uani 1 1 d . . . . .
H01S H 0.511799 0.168108 0.049377 0.149 Uiso 1 1 calc R U . . .
C01O C 0.2096(6) 0.5782(10) 0.0529(4) 0.132(5) Uani 1 1 d . . . . .
H01O H 0.185336 0.608390 0.018867 0.158 Uiso 1 1 calc R U . . .
C01P C 0.5842(6) 0.2636(8) 0.4390(4) 0.127(5) Uani 1 1 d . . . . .
H01T H 0.610783 0.192182 0.439352 0.191 Uiso 1 1 calc R U . . .
H01U H 0.529520 0.261836 0.454746 0.191 Uiso 1 1 calc R U . . .
H01V H 0.632900 0.311388 0.459455 0.191 Uiso 1 1 calc R U . . .
C2 C -0.0217(8) 0.7547(8) 0.4466(4) 0.1123(16) Uani 1 1 d . . . . .
H2 H 0.032037 0.755849 0.476068 0.135 Uiso 1 1 calc R U . . .
C3 C -0.0990(7) 0.7292(8) 0.4505(4) 0.1123(16) Uani 1 1 d . . . . .
H3 H -0.160382 0.708824 0.453567 0.135 Uiso 1 1 calc R U . . .
C1 C 0.6377(10) 0.0959(12) 0.0630(5) 0.159(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 1.235(7) . ?
O002 C00B 1.317(7) . ?
O002 C01D 1.433(7) . ?
O003 C00J 1.199(7) . ?
O004 C017 1.221(7) . ?
N005 H005 0.8600 . ?
N005 C00G 1.371(7) . ?
N005 C00P 1.393(7) . ?
N006 H006 0.8600 . ?
N006 C00R 1.345(8) . ?
N006 C00X 1.389(8) . ?
N007 H007 0.8600 . ?
N007 C00H 1.391(7) . ?
N007 C00Q 1.369(8) . ?
O008 C017 1.308(9) . ?
O008 C01L 1.457(9) . ?
N009 H009 0.8600 . ?
N009 C00S 1.373(7) . ?
N009 C019 1.411(10) . ?
O00A C01I 1.204(13) . ?
C00B C00C 1.513(8) . ?
C00C H00C 0.9800 . ?
C00C C00D 1.537(7) . ?
C00C C00L 1.572(7) . ?
C00D H00D 0.9800 . ?
C00D C00I 1.493(7) . ?
C00D C00O 1.517(7) . ?
O00E C00J 1.314(7) . ?
O00E C2 1.491(10) . ?
C00F C00G 1.341(7) . ?
C00F C00K 1.454(8) . ?
C00F C00U 1.502(8) . ?
C00G H00G 0.9300 . ?
C00H C00I 1.368(8) . ?
C00H C00L 1.472(8) . ?
C00I C00M 1.425(8) . ?
C00J C00O 1.471(8) . ?
C00K C00P 1.414(8) . ?
C00K C00V 1.383(8) . ?
C00L H00L 0.9800 . ?
C00L C00T 1.506(8) . ?
C00M C00Q 1.441(8) . ?
C00M C00W 1.405(8) . ?
O00N C01I 1.335(11) . ?
O00N C01N 1.465(11) . ?
C00O H00A 0.9700 . ?
C00O H00B 0.9700 . ?
C00P C016 1.410(9) . ?
C00Q C00Z 1.384(8) . ?
C00R C00U 1.492(9) . ?
C00R C00Y 1.363(8) . ?
C00S H00S 0.9300 . ?
C00S C00T 1.341(8) . ?
C00T C010 1.417(9) . ?
C00U H00U 0.9800 . ?
C00U C011 1.590(7) . ?
C00V H00V 0.9300 . ?
C00V C013 1.366(9) . ?
C00W H00W 0.9300 . ?
C00W C018 1.393(9) . ?
C00X C012 1.402(8) . ?
C00X C014 1.366(9) . ?
C00Y C012 1.452(10) . ?
C00Y C015 1.501(9) . ?
C00Z H00Z 0.9300 . ?
C00Z C01B 1.350(10) . ?
C010 C019 1.383(9) . ?
C010 C01F 1.398(10) . ?
C011 H011 0.9800 . ?
C011 C015 1.518(9) . ?
C011 C017 1.511(9) . ?
C012 C01E 1.410(9) . ?
C013 H013 0.9300 . ?
C013 C01A 1.401(10) . ?
C014 H014 0.9300 . ?
C014 C01C 1.366(9) . ?
C015 H015 0.9800 . ?
C015 C01G 1.542(8) . ?
C016 H016 0.9300 . ?
C016 C01A 1.358(9) . ?
C018 H018 0.9300 . ?
C018 C01B 1.407(11) . ?
C019 C01K 1.376(10) . ?
C01A H01H 0.9300 . ?
C01B H01B 0.9300 . ?
C01C H01I 0.9300 . ?
C01C C01H 1.391(11) . ?
C01D H01A 0.9700 . ?
C01D H01C 0.9700 . ?
C01D C01J 1.432(9) . ?
C01E H01J 0.9300 . ?
C01E C01H 1.369(12) . ?
C01F H01F 0.9300 . ?
C01F C01O 1.392(10) . ?
C01G H01L 0.9700 . ?
C01G H01N 0.9700 . ?
C01G C01I 1.440(12) . ?
C01H H01P 0.9300 . ?
C01J H01D 0.9600 . ?
C01J H01E 0.9600 . ?
C01J H01G 0.9600 . ?
C01K H01K 0.9300 . ?
C01K C01M 1.364(14) . ?
C01L H01Q 0.9700 . ?
C01L H01R 0.9700 . ?
C01L C01P 1.515(11) . ?
C01M H01M 0.9300 . ?
C01M C01O 1.434(14) . ?
C01N H01S 0.9300 . ?
C01N C1 1.298(13) . ?
C01O H01O 0.9300 . ?
C01P H01T 0.9600 . ?
C01P H01U 0.9600 . ?
C01P H01V 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.170(11) . ?
C3 H3 0.9300 . ?

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 O002 C01D 116.6(5) . . ?
C00G N005 H005 126.1 . . ?
C00G N005 C00P 107.8(5) . . ?
C00P N005 H005 126.1 . . ?
C00R N006 H006 125.6 . . ?
C00R N006 C00X 108.9(5) . . ?
C00X N006 H006 125.6 . . ?
C00H N007 H007 125.6 . . ?
C00Q N007 H007 125.6 . . ?
C00Q N007 C00H 108.9(5) . . ?
C017 O008 C01L 116.3(6) . . ?
C00S N009 H009 126.6 . . ?
C00S N009 C019 106.9(6) . . ?
C019 N009 H009 126.6 . . ?
O001 C00B O002 123.6(5) . . ?
O001 C00B C00C 124.6(6) . . ?
O002 C00B C00C 111.7(5) . . ?
C00B C00C H00C 106.4 . . ?
C00B C00C C00D 115.0(5) . . ?
C00B C00C C00L 114.0(4) . . ?
C00D C00C H00C 106.4 . . ?
C00D C00C C00L 108.0(4) . . ?
C00L C00C H00C 106.4 . . ?
C00C C00D H00D 108.6 . . ?
C00I C00D C00C 101.1(4) . . ?
C00I C00D H00D 108.6 . . ?
C00I C00D C00O 118.3(5) . . ?
C00O C00D C00C 111.2(4) . . ?
C00O C00D H00D 108.6 . . ?
C00J O00E C2 113.2(6) . . ?
C00G C00F C00K 106.7(5) . . ?
C00G C00F C00U 128.1(6) . . ?
C00K C00F C00U 125.2(5) . . ?
N005 C00G H00G 124.2 . . ?
C00F C00G N005 111.6(5) . . ?
C00F C00G H00G 124.2 . . ?
N007 C00H C00L 134.6(6) . . ?
C00I C00H N007 109.3(5) . . ?
C00I C00H C00L 116.1(5) . . ?
C00H C00I C00D 109.5(5) . . ?
C00H C00I C00M 108.1(5) . . ?
C00M C00I C00D 142.3(6) . . ?
O003 C00J O00E 122.8(6) . . ?
O003 C00J C00O 127.1(6) . . ?
O00E C00J C00O 110.0(5) . . ?
C00P C00K C00F 106.1(5) . . ?
C00V C00K C00F 135.6(6) . . ?
C00V C00K C00P 118.3(6) . . ?
C00C C00L H00L 109.2 . . ?
C00H C00L C00C 98.0(4) . . ?
C00H C00L H00L 109.2 . . ?
C00H C00L C00T 115.5(5) . . ?
C00T C00L C00C 115.1(4) . . ?
C00T C00L H00L 109.2 . . ?
C00I C00M C00Q 105.9(5) . . ?
C00W C00M C00I 136.1(6) . . ?
C00W C00M C00Q 118.0(6) . . ?
C01I O00N C01N 117.0(9) . . ?
C00D C00O H00A 108.4 . . ?
C00D C00O H00B 108.4 . . ?
C00J C00O C00D 115.5(5) . . ?
C00J C00O H00A 108.4 . . ?
C00J C00O H00B 108.4 . . ?
H00A C00O H00B 107.5 . . ?
N005 C00P C00K 107.7(5) . . ?
N005 C00P C016 130.7(6) . . ?
C016 C00P C00K 121.6(6) . . ?
N007 C00Q C00M 107.8(5) . . ?
N007 C00Q C00Z 129.7(6) . . ?
C00Z C00Q C00M 122.4(6) . . ?
N006 C00R C00U 134.0(5) . . ?
N006 C00R C00Y 111.2(6) . . ?
C00Y C00R C00U 114.8(6) . . ?
N009 C00S H00S 123.9 . . ?
C00T C00S N009 112.2(6) . . ?
C00T C00S H00S 123.9 . . ?
C00S C00T C00L 127.8(6) . . ?
C00S C00T C010 105.1(5) . . ?
C010 C00T C00L 127.0(6) . . ?
C00F C00U H00U 109.1 . . ?
C00F C00U C011 114.4(5) . . ?
C00R C00U C00F 115.8(5) . . ?
C00R C00U H00U 109.1 . . ?
C00R C00U C011 98.8(5) . . ?
C011 C00U H00U 109.1 . . ?
C00K C00V H00V 119.7 . . ?
C013 C00V C00K 120.6(6) . . ?
C013 C00V H00V 119.7 . . ?
C00M C00W H00W 120.8 . . ?
C018 C00W C00M 118.4(7) . . ?
C018 C00W H00W 120.8 . . ?
N006 C00X C012 107.6(6) . . ?
C014 C00X N006 130.8(6) . . ?
C014 C00X C012 121.6(6) . . ?
C00R C00Y C012 105.9(6) . . ?
C00R C00Y C015 110.4(6) . . ?
C012 C00Y C015 143.6(6) . . ?
C00Q C00Z H00Z 121.0 . . ?
C01B C00Z C00Q 118.0(7) . . ?
C01B C00Z H00Z 121.0 . . ?
C019 C010 C00T 109.8(7) . . ?
C019 C010 C01F 117.1(7) . . ?
C01F C010 C00T 133.1(6) . . ?
C00U C011 H011 106.0 . . ?
C015 C011 C00U 107.9(5) . . ?
C015 C011 H011 106.0 . . ?
C017 C011 C00U 115.5(5) . . ?
C017 C011 H011 106.0 . . ?
C017 C011 C015 114.6(6) . . ?
C00X C012 C00Y 106.5(6) . . ?
C00X C012 C01E 119.1(7) . . ?
C01E C012 C00Y 134.2(7) . . ?
C00V C013 H013 119.9 . . ?
C00V C013 C01A 120.1(6) . . ?
C01A C013 H013 119.9 . . ?
C00X C014 H014 121.0 . . ?
C01C C014 C00X 118.0(7) . . ?
C01C C014 H014 121.0 . . ?
C00Y C015 C011 102.2(5) . . ?
C00Y C015 H015 108.4 . . ?
C00Y C015 C01G 118.0(6) . . ?
C011 C015 H015 108.4 . . ?
C011 C015 C01G 111.2(6) . . ?
C01G C015 H015 108.4 . . ?
C00P C016 H016 121.4 . . ?
C01A C016 C00P 117.3(7) . . ?
C01A C016 H016 121.4 . . ?
O004 C017 O008 124.7(7) . . ?
O004 C017 C011 123.2(8) . . ?
O008 C017 C011 112.0(6) . . ?
C00W C018 H018 119.4 . . ?
C00W C018 C01B 121.2(7) . . ?
C01B C018 H018 119.4 . . ?
C010 C019 N009 106.0(6) . . ?
C01K C019 N009 129.2(8) . . ?
C01K C019 C010 124.7(9) . . ?
C013 C01A H01H 119.0 . . ?
C016 C01A C013 122.1(7) . . ?
C016 C01A H01H 119.0 . . ?
C00Z C01B C018 122.0(7) . . ?
C00Z C01B H01B 119.0 . . ?
C018 C01B H01B 119.0 . . ?
C014 C01C H01I 118.8 . . ?
C014 C01C C01H 122.4(8) . . ?
C01H C01C H01I 118.8 . . ?
O002 C01D H01A 110.1 . . ?
O002 C01D H01C 110.1 . . ?
H01A C01D H01C 108.4 . . ?
C01J C01D O002 108.0(6) . . ?
C01J C01D H01A 110.1 . . ?
C01J C01D H01C 110.1 . . ?
C012 C01E H01J 120.6 . . ?
C01H C01E C012 118.8(7) . . ?
C01H C01E H01J 120.6 . . ?
C010 C01F H01F 119.6 . . ?
C01O C01F C010 120.8(8) . . ?
C01O C01F H01F 119.6 . . ?
C015 C01G H01L 108.4 . . ?
C015 C01G H01N 108.4 . . ?
H01L C01G H01N 107.5 . . ?
C01I C01G C015 115.5(8) . . ?
C01I C01G H01L 108.4 . . ?
C01I C01G H01N 108.4 . . ?
C01C C01H H01P 120.0 . . ?
C01E C01H C01C 120.0(8) . . ?
C01E C01H H01P 120.0 . . ?
O00A C01I O00N 121.3(10) . . ?
O00A C01I C01G 127.4(9) . . ?
O00N C01I C01G 111.2(11) . . ?
C01D C01J H01D 109.5 . . ?
C01D C01J H01E 109.5 . . ?
C01D C01J H01G 109.5 . . ?
H01D C01J H01E 109.5 . . ?
H01D C01J H01G 109.5 . . ?
H01E C01J H01G 109.5 . . ?
C019 C01K H01K 121.2 . . ?
C01M C01K C019 117.6(9) . . ?
C01M C01K H01K 121.2 . . ?
O008 C01L H01Q 110.5 . . ?
O008 C01L H01R 110.5 . . ?
O008 C01L C01P 106.4(6) . . ?
H01Q C01L H01R 108.6 . . ?
C01P C01L H01Q 110.5 . . ?
C01P C01L H01R 110.5 . . ?
C01K C01M H01M 119.5 . . ?
C01K C01M C01O 121.0(8) . . ?
C01O C01M H01M 119.5 . . ?
O00N C01N H01S 121.3 . . ?
C1 C01N O00N 117.3(13) . . ?
C1 C01N H01S 121.3 . . ?
C01F C01O C01M 118.6(10) . . ?
C01F C01O H01O 120.7 . . ?
C01M C01O H01O 120.7 . . ?
C01L C01P H01T 109.5 . . ?
C01L C01P H01U 109.5 . . ?
C01L C01P H01V 109.5 . . ?
H01T C01P H01U 109.5 . . ?
H01T C01P H01V 109.5 . . ?
H01U C01P H01V 109.5 . . ?
O00E C2 H2 122.1 . . ?
C3 C2 O00E 115.7(11) . . ?
C3 C2 H2 122.1 . . ?
C2 C3 H3 180.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C00B C00C C00D -15.3(8) . . . . ?
O001 C00B C00C C00L 110.2(6) . . . . ?
O002 C00B C00C C00D 164.2(4) . . . . ?
O002 C00B C00C C00L -70.3(6) . . . . ?
O003 C00J C00O C00D -8.9(9) . . . . ?
N005 C00P C016 C01A -179.4(6) . . . . ?
N006 C00R C00U C00F -69.3(9) . . . . ?
N006 C00R C00U C011 168.0(6) . . . . ?
N006 C00R C00Y C012 -1.0(7) . . . . ?
N006 C00R C00Y C015 177.1(5) . . . . ?
N006 C00X C012 C00Y 1.0(7) . . . . ?
N006 C00X C012 C01E 176.7(6) . . . . ?
N006 C00X C014 C01C -176.4(6) . . . . ?
N007 C00H C00I C00D -174.4(4) . . . . ?
N007 C00H C00I C00M 2.7(6) . . . . ?
N007 C00H C00L C00C -169.9(6) . . . . ?
N007 C00H C00L C00T 67.3(8) . . . . ?
N007 C00Q C00Z C01B 179.4(6) . . . . ?
N009 C00S C00T C00L 179.8(5) . . . . ?
N009 C00S C00T C010 0.0(7) . . . . ?
N009 C019 C01K C01M 178.3(8) . . . . ?
C00B O002 C01D C01J -173.6(6) . . . . ?
C00B C00C C00D C00I 155.4(4) . . . . ?
C00B C00C C00D C00O -78.2(6) . . . . ?
C00B C00C C00L C00H -153.6(5) . . . . ?
C00B C00C C00L C00T -30.5(7) . . . . ?
C00C C00D C00I C00H -18.5(6) . . . . ?
C00C C00D C00I C00M 166.0(7) . . . . ?
C00C C00D C00O C00J 166.2(5) . . . . ?
C00C C00L C00T C00S -78.1(8) . . . . ?
C00C C00L C00T C010 101.7(7) . . . . ?
C00D C00C C00L C00H -24.5(5) . . . . ?
C00D C00C C00L C00T 98.5(6) . . . . ?
C00D C00I C00M C00Q 173.9(7) . . . . ?
C00D C00I C00M C00W -7.5(13) . . . . ?
O00E C00J C00O C00D 173.5(5) . . . . ?
C00F C00K C00P N005 -1.0(6) . . . . ?
C00F C00K C00P C016 179.1(6) . . . . ?
C00F C00K C00V C013 -177.8(6) . . . . ?
C00F C00U C011 C015 -101.6(6) . . . . ?
C00F C00U C011 C017 28.0(8) . . . . ?
C00G N005 C00P C00K 1.1(6) . . . . ?
C00G N005 C00P C016 -179.0(7) . . . . ?
C00G C00F C00K C00P 0.6(6) . . . . ?
C00G C00F C00K C00V -180.0(6) . . . . ?
C00G C00F C00U C00R -29.5(8) . . . . ?
C00G C00F C00U C011 84.5(8) . . . . ?
C00H N007 C00Q C00M 1.7(6) . . . . ?
C00H N007 C00Q C00Z -177.7(6) . . . . ?
C00H C00I C00M C00Q -1.7(6) . . . . ?
C00H C00I C00M C00W 177.0(6) . . . . ?
C00H C00L C00T C00S 35.1(8) . . . . ?
C00H C00L C00T C010 -145.1(6) . . . . ?
C00I C00D C00O C00J -77.5(6) . . . . ?
C00I C00H C00L C00C 13.4(6) . . . . ?
C00I C00H C00L C00T -109.4(6) . . . . ?
C00I C00M C00Q N007 0.0(6) . . . . ?
C00I C00M C00Q C00Z 179.4(5) . . . . ?
C00I C00M C00W C018 -179.2(6) . . . . ?
C00J O00E C2 C3 -131.0(10) . . . . ?
C00K C00F C00G N005 0.1(6) . . . . ?
C00K C00F C00U C00R 148.5(5) . . . . ?
C00K C00F C00U C011 -97.6(7) . . . . ?
C00K C00P C016 C01A 0.5(10) . . . . ?
C00K C00V C013 C01A -2.7(10) . . . . ?
C00L C00C C00D C00I 26.9(5) . . . . ?
C00L C00C C00D C00O 153.3(4) . . . . ?
C00L C00H C00I C00D 3.1(7) . . . . ?
C00L C00H C00I C00M -179.8(5) . . . . ?
C00L C00T C010 C019 179.9(6) . . . . ?
C00L C00T C010 C01F -0.7(12) . . . . ?
C00M C00Q C00Z C01B 0.1(9) . . . . ?
C00M C00W C018 C01B 0.3(10) . . . . ?
C00O C00D C00I C00H -140.1(5) . . . . ?
C00O C00D C00I C00M 44.4(10) . . . . ?
C00P N005 C00G C00F -0.7(6) . . . . ?
C00P C00K C00V C013 1.6(9) . . . . ?
C00P C016 C01A C013 -1.6(11) . . . . ?
C00Q N007 C00H C00I -2.8(6) . . . . ?
C00Q N007 C00H C00L -179.6(6) . . . . ?
C00Q C00M C00W C018 -0.6(9) . . . . ?
C00Q C00Z C01B C018 -0.5(10) . . . . ?
C00R N006 C00X C012 -1.6(7) . . . . ?
C00R N006 C00X C014 178.9(6) . . . . ?
C00R C00U C011 C015 22.1(6) . . . . ?
C00R C00U C011 C017 151.7(6) . . . . ?
C00R C00Y C012 C00X 0.0(7) . . . . ?
C00R C00Y C012 C01E -174.7(8) . . . . ?
C00R C00Y C015 C011 17.2(6) . . . . ?
C00R C00Y C015 C01G 139.4(7) . . . . ?
C00S N009 C019 C010 -0.4(7) . . . . ?
C00S N009 C019 C01K -179.5(8) . . . . ?
C00S C00T C010 C019 -0.2(7) . . . . ?
C00S C00T C010 C01F 179.2(8) . . . . ?
C00T C010 C019 N009 0.4(8) . . . . ?
C00T C010 C019 C01K 179.5(7) . . . . ?
C00T C010 C01F C01O 178.5(8) . . . . ?
C00U C00F C00G N005 178.4(5) . . . . ?
C00U C00F C00K C00P -177.8(5) . . . . ?
C00U C00F C00K C00V 1.7(10) . . . . ?
C00U C00R C00Y C012 178.8(5) . . . . ?
C00U C00R C00Y C015 -3.1(8) . . . . ?
C00U C011 C015 C00Y -24.2(6) . . . . ?
C00U C011 C015 C01G -151.0(5) . . . . ?
C00U C011 C017 O004 -112.6(7) . . . . ?
C00U C011 C017 O008 70.8(7) . . . . ?
C00V C00K C00P N005 179.4(5) . . . . ?
C00V C00K C00P C016 -0.5(9) . . . . ?
C00V C013 C01A C016 2.7(11) . . . . ?
C00W C00M C00Q N007 -179.0(5) . . . . ?
C00W C00M C00Q C00Z 0.5(9) . . . . ?
C00W C018 C01B C00Z 0.3(11) . . . . ?
C00X N006 C00R C00U -178.1(6) . . . . ?
C00X N006 C00R C00Y 1.7(7) . . . . ?
C00X C012 C01E C01H 1.9(11) . . . . ?
C00X C014 C01C C01H -2.8(11) . . . . ?
C00Y C00R C00U C00F 110.9(6) . . . . ?
C00Y C00R C00U C011 -11.8(7) . . . . ?
C00Y C012 C01E C01H 176.1(8) . . . . ?
C00Y C015 C01G C01I 83.0(8) . . . . ?
C010 C019 C01K C01M -0.7(14) . . . . ?
C010 C01F C01O C01M 4.7(15) . . . . ?
C011 C015 C01G C01I -159.5(7) . . . . ?
C012 C00X C014 C01C 4.2(9) . . . . ?
C012 C00Y C015 C011 -165.9(9) . . . . ?
C012 C00Y C015 C01G -43.7(12) . . . . ?
C012 C01E C01H C01C -0.6(13) . . . . ?
C014 C00X C012 C00Y -179.5(6) . . . . ?
C014 C00X C012 C01E -3.8(10) . . . . ?
C014 C01C C01H C01E 1.0(13) . . . . ?
C015 C00Y C012 C00X -177.0(8) . . . . ?
C015 C00Y C012 C01E 8.3(15) . . . . ?
C015 C011 C017 O004 13.8(8) . . . . ?
C015 C011 C017 O008 -162.8(5) . . . . ?
C015 C01G C01I O00A -8.3(15) . . . . ?
C015 C01G C01I O00N 174.1(7) . . . . ?
C017 O008 C01L C01P 179.9(7) . . . . ?
C017 C011 C015 C00Y -154.4(5) . . . . ?
C017 C011 C015 C01G 78.8(6) . . . . ?
C019 N009 C00S C00T 0.3(7) . . . . ?
C019 C010 C01F C01O -2.1(12) . . . . ?
C019 C01K C01M C01O 3.3(16) . . . . ?
C01D O002 C00B O001 -1.0(8) . . . . ?
C01D O002 C00B C00C 179.5(5) . . . . ?
C01F C010 C019 N009 -179.1(6) . . . . ?
C01F C010 C019 C01K 0.0(12) . . . . ?
C01I O00N C01N C1 -178.3(10) . . . . ?
C01K C01M C01O C01F -5.4(17) . . . . ?
C01L O008 C017 O004 2.0(10) . . . . ?
C01L O008 C017 C011 178.5(6) . . . . ?
C01N O00N C01I O00A 2.7(14) . . . . ?
C01N O00N C01I C01G -179.6(6) . . . . ?
C2 O00E C00J O003 -5.9(10) . . . . ?
C2 O00E C00J C00O 171.8(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
