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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1985301'
loop_
_audit_author_name
_audit_author_address
'KAMLESH SATPUTE'
;INDIAN INSTITUTE OF TECHNOLOGY ROPAR
India
;
_audit_update_record             
;
2020-02-20 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H32 N4 O8'
_chemical_formula_sum            'C24 H32 N4 O8'
_chemical_formula_weight         504.53

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   9.621(2)
_cell_length_b                   8.003(2)
_cell_length_c                   33.196(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2555.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3495
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.15

_exptl_crystal_description       'BLOCK TYPE'
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      1.3
_exptl_crystal_density_method    'NOT MEASURED'
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   0.6018
_exptl_transmission_factor_max   0.7455
_exptl_crystal_size_max          0.356
_exptl_crystal_size_mid          0.312
_exptl_crystal_size_min          0.245
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   'MULTI SCAN'
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'FINE FOCUSED SEALED TUBE'
_diffrn_measurement_device_type  'BRUKER D8 VENTURE, PHOTON 200'
_diffrn_measurement_method       'PHI AND OMEGA'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16285
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.454
_diffrn_reflns_theta_max         27.151
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_point_group_measured_fraction_full 0.904
_reflns_number_total             4988
_reflns_number_gt                3495
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.746
_reflns_Friedel_fraction_max     0.766
_reflns_Friedel_fraction_full    0.806

_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.
;

_computing_data_collection       'APEX3 INC.,BRUKER SOFTWARE PACKAGE'
_computing_cell_refinement       'SAINT V8.38A (BRUKER AXS INC., 2017)'
_computing_data_reduction        'SAINT V8.38A (BRUKER AXS INC., 2017)'
_computing_structure_solution    'SHELXT-2014/5 (SHELDRICK,2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP3 MERCURY AND PLATON'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0658P)²+1.5494P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1220 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.5(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4988
_refine_ls_number_parameters     325
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1688
_refine_ls_wR_factor_gt          0.1467
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O6 O 0.7117(6) 0.4979(5) 0.22909(17) 0.0602(15) Uani 1 1 d . . . . .
N3 N 0.8286(5) 0.3391(6) 0.18283(14) 0.0451(11) Uani 1 1 d . . . . .
N4 N 0.8937(5) 0.5969(6) 0.19122(16) 0.0498(12) Uani 1 1 d . . . . .
O2 O 0.4698(6) 0.0017(5) 0.23458(16) 0.0561(14) Uani 1 1 d . . . . .
C20 C 0.9611(6) 0.3485(7) 0.16147(17) 0.0443(13) Uani 1 1 d . . . . .
H20 H 1.035764 0.317340 0.180098 0.053 Uiso 1 1 calc R U . . .
O8 O 0.5277(5) 0.2944(6) 0.01056(13) 0.0722(14) Uani 1 1 d . . . . .
O5 O 0.7862(5) 0.1863(5) 0.19878(13) 0.0588(12) Uani 1 1 d . . . . .
H5 H 0.747664 0.201774 0.220492 0.088 Uiso 1 1 calc R U . . .
O3 O 0.5370(5) 0.3075(5) 0.27059(14) 0.0619(12) Uani 1 1 d . . . . .
H3 H 0.496765 0.294894 0.249026 0.093 Uiso 1 1 calc R U . . .
O7 O 0.8460(5) 0.7609(5) 0.18993(17) 0.0707(14) Uani 1 1 d . . . . .
H100 H 0.764825 0.764001 0.197378 0.106 Uiso 1 1 calc R U . . .
N2 N 0.5850(5) 0.1558(6) 0.28402(14) 0.0462(12) Uani 1 1 d . . . . .
C9 C 0.3966(7) 0.2045(8) 0.43023(19) 0.0574(16) Uani 1 1 d . . . . .
C16 C 0.7285(6) 0.2540(8) 0.34299(19) 0.0520(15) Uani 1 1 d . . . . .
H16 H 0.722096 0.370084 0.333777 0.062 Uiso 1 1 calc R U . . .
O4 O 0.2865(5) 0.2060(6) 0.45710(13) 0.0701(13) Uani 1 1 d . . . . .
C18 C 0.8025(8) 0.4794(7) 0.2038(2) 0.0450(17) Uani 1 1 d . . . . .
C14 C 0.7212(7) -0.0458(9) 0.31040(19) 0.0525(16) Uani 1 1 d . . . . .
H14A H 0.815988 -0.086753 0.311848 0.063 Uiso 1 1 calc R U . . .
H14B H 0.671125 -0.080149 0.334367 0.063 Uiso 1 1 calc R U . . .
C13 C 0.5600(8) 0.0159(7) 0.2612(2) 0.0446(17) Uani 1 1 d . . . . .
C28 C 0.7624(7) 0.3797(9) 0.03139(19) 0.0632(17) Uani 1 1 d . . . . .
H28 H 0.774411 0.447507 0.008902 0.076 Uiso 1 1 calc R U . . .
O1 O 0.6012(6) -0.2645(6) 0.27545(17) 0.0747(15) Uani 1 1 d . . . . .
H1 H 0.519825 -0.265279 0.268125 0.112 Uiso 1 1 calc R U . . .
C25 C 0.6217(8) 0.1990(9) 0.0719(2) 0.0633(18) Uani 1 1 d . . . . .
H25 H 0.537768 0.145048 0.076767 0.076 Uiso 1 1 calc R U . . .
C23 C 0.8553(7) 0.2658(8) 0.09383(18) 0.0519(15) Uani 1 1 d . . . . .
N1 N 0.6520(5) -0.1027(6) 0.27398(16) 0.0498(12) Uani 1 1 d . . . . .
C26 C 0.6391(7) 0.2941(8) 0.03713(19) 0.0599(17) Uani 1 1 d . . . . .
C21 C 0.9722(6) 0.2399(8) 0.12384(18) 0.0527(15) Uani 1 1 d . . . . .
H21 H 0.965915 0.123579 0.132896 0.063 Uiso 1 1 calc R U . . .
C24 C 0.7284(7) 0.1851(8) 0.09884(17) 0.0573(16) Uani 1 1 d . . . . .
H24 H 0.715585 0.118718 0.121541 0.069 Uiso 1 1 calc R U . . .
C6 C 0.6111(7) 0.2293(7) 0.37350(18) 0.0505(15) Uani 1 1 d . . . . .
C22 C 1.1190(8) 0.2628(10) 0.1063(2) 0.076(2) Uani 1 1 d . . . . .
H22A H 1.186677 0.244423 0.127118 0.114 Uiso 1 1 calc R U . . .
H22B H 1.133347 0.184039 0.084935 0.114 Uiso 1 1 calc R U . . .
H22C H 1.128537 0.374338 0.096048 0.114 Uiso 1 1 calc R U . . .
C29 C 0.8673(7) 0.3633(9) 0.05945(19) 0.0597(16) Uani 1 1 d . . . . .
H29 H 0.950133 0.420360 0.055097 0.072 Uiso 1 1 calc R U . . .
C11 C 0.4847(8) 0.3134(8) 0.3683(2) 0.0619(17) Uani 1 1 d . . . . .
H11 H 0.471476 0.378388 0.345415 0.074 Uiso 1 1 calc R U . . .
C19 C 0.9665(7) 0.5378(8) 0.1546(2) 0.0483(15) Uani 1 1 d . . . . .
H19A H 1.061421 0.578508 0.153511 0.058 Uiso 1 1 calc R U . . .
H19B H 0.917767 0.570044 0.130283 0.058 Uiso 1 1 calc R U . . .
C7 C 0.6234(7) 0.1284(9) 0.4068(2) 0.0604(17) Uani 1 1 d . . . . .
H7 H 0.704682 0.067195 0.410384 0.072 Uiso 1 1 calc R U . . .
C15 C 0.7170(6) 0.1434(7) 0.30491(17) 0.0452(13) Uani 1 1 d . . . . .
H15 H 0.791156 0.175456 0.286193 0.054 Uiso 1 1 calc R U . . .
C10 C 0.3791(7) 0.3020(8) 0.3965(2) 0.0632(18) Uani 1 1 d . . . . .
H10 H 0.296490 0.360226 0.392636 0.076 Uiso 1 1 calc R U . . .
C17 C 0.8738(8) 0.2328(10) 0.3606(2) 0.072(2) Uani 1 1 d . . . . .
H17A H 0.941667 0.249991 0.339775 0.107 Uiso 1 1 calc R U . . .
H17B H 0.887731 0.312963 0.381673 0.107 Uiso 1 1 calc R U . . .
H17C H 0.883376 0.121956 0.371273 0.107 Uiso 1 1 calc R U . . .
C8 C 0.5181(7) 0.1149(9) 0.43541(19) 0.0612(17) Uani 1 1 d . . . . .
H8 H 0.529436 0.046211 0.457777 0.073 Uiso 1 1 calc R U . . .
C12 C 0.3017(9) 0.1148(11) 0.4937(2) 0.087(2) Uani 1 1 d . . . . .
H12A H 0.218650 0.125994 0.509493 0.130 Uiso 1 1 calc R U . . .
H12B H 0.317223 -0.000999 0.487657 0.130 Uiso 1 1 calc R U . . .
H12C H 0.379372 0.158041 0.508531 0.130 Uiso 1 1 calc R U . . .
C27 C 0.5446(8) 0.3841(11) -0.0261(2) 0.085(2) Uani 1 1 d . . . . .
H27A H 0.461316 0.375150 -0.041864 0.128 Uiso 1 1 calc R U . . .
H27B H 0.562741 0.499500 -0.020242 0.128 Uiso 1 1 calc R U . . .
H27C H 0.621291 0.338084 -0.040929 0.128 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
O6 C18 1.221(9) . ?
N3 C18 1.344(8) . ?
N3 O5 1.394(6) . ?
N3 C20 1.460(7) . ?
N4 C18 1.352(8) . ?
N4 O7 1.391(6) . ?
N4 C19 1.480(8) . ?
O2 C13 1.243(8) . ?
C20 C21 1.526(8) . ?
C20 C19 1.532(8) . ?
C20 H20 0.9800 . ?
O8 C26 1.388(8) . ?
O8 C27 1.422(8) . ?
O5 H5 0.8200 . ?
O3 N2 1.373(6) . ?
O3 H3 0.8200 . ?
O7 H100 0.8200 . ?
N2 C13 1.374(8) . ?
N2 C15 1.451(7) . ?
C9 C10 1.375(9) . ?
C9 C8 1.382(9) . ?
C9 O4 1.385(8) . ?
C16 C17 1.524(9) . ?
C16 C6 1.530(9) . ?
C16 C15 1.547(8) . ?
C16 H16 0.9800 . ?
O4 C12 1.424(8) . ?
C14 N1 1.453(8) . ?
C14 C15 1.526(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C13 N1 1.366(8) . ?
C28 C29 1.380(9) . ?
C28 C26 1.383(9) . ?
C28 H28 0.9300 . ?
O1 N1 1.385(6) . ?
O1 H1 0.8200 . ?
C25 C24 1.365(9) . ?
C25 C26 1.393(9) . ?
C25 H25 0.9300 . ?
C23 C29 1.387(9) . ?
C23 C24 1.392(9) . ?
C23 C21 1.516(8) . ?
C21 C22 1.538(10) . ?
C21 H21 0.9800 . ?
C24 H24 0.9300 . ?
C6 C7 1.375(9) . ?
C6 C11 1.400(9) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C29 H29 0.9300 . ?
C11 C10 1.384(9) . ?
C11 H11 0.9300 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C7 C8 1.392(9) . ?
C7 H7 0.9300 . ?
C15 H15 0.9800 . ?
C10 H10 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C8 H8 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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
C18 N3 O5 118.8(5) . . ?
C18 N3 C20 111.8(5) . . ?
O5 N3 C20 119.0(4) . . ?
C18 N4 O7 116.9(5) . . ?
C18 N4 C19 109.7(5) . . ?
O7 N4 C19 115.6(5) . . ?
N3 C20 C21 115.4(5) . . ?
N3 C20 C19 98.8(5) . . ?
C21 C20 C19 116.1(5) . . ?
N3 C20 H20 108.7 . . ?
C21 C20 H20 108.7 . . ?
C19 C20 H20 108.7 . . ?
C26 O8 C27 117.1(6) . . ?
N3 O5 H5 109.5 . . ?
N2 O3 H3 109.5 . . ?
N4 O7 H100 109.5 . . ?
O3 N2 C13 118.8(5) . . ?
O3 N2 C15 120.7(4) . . ?
C13 N2 C15 111.2(5) . . ?
C10 C9 C8 120.0(6) . . ?
C10 C9 O4 115.2(6) . . ?
C8 C9 O4 124.8(6) . . ?
C17 C16 C6 114.2(5) . . ?
C17 C16 C15 108.3(5) . . ?
C6 C16 C15 114.5(5) . . ?
C17 C16 H16 106.4 . . ?
C6 C16 H16 106.4 . . ?
C15 C16 H16 106.4 . . ?
C9 O4 C12 117.8(6) . . ?
O6 C18 N3 126.2(6) . . ?
O6 C18 N4 126.3(6) . . ?
N3 C18 N4 107.5(6) . . ?
N1 C14 C15 101.5(5) . . ?
N1 C14 H14A 111.5 . . ?
C15 C14 H14A 111.5 . . ?
N1 C14 H14B 111.5 . . ?
C15 C14 H14B 111.5 . . ?
H14A C14 H14B 109.3 . . ?
O2 C13 N1 127.6(6) . . ?
O2 C13 N2 126.1(6) . . ?
N1 C13 N2 106.3(6) . . ?
C29 C28 C26 119.1(6) . . ?
C29 C28 H28 120.4 . . ?
C26 C28 H28 120.4 . . ?
N1 O1 H1 109.5 . . ?
C24 C25 C26 119.8(7) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C29 C23 C24 115.6(6) . . ?
C29 C23 C21 123.8(6) . . ?
C24 C23 C21 120.6(6) . . ?
C13 N1 O1 115.6(5) . . ?
C13 N1 C14 109.8(5) . . ?
O1 N1 C14 115.2(5) . . ?
C28 C26 O8 125.0(6) . . ?
C28 C26 C25 119.2(6) . . ?
O8 C26 C25 115.8(6) . . ?
C23 C21 C20 114.1(5) . . ?
C23 C21 C22 114.6(5) . . ?
C20 C21 C22 107.8(5) . . ?
C23 C21 H21 106.6 . . ?
C20 C21 H21 106.6 . . ?
C22 C21 H21 106.6 . . ?
C25 C24 C23 122.9(6) . . ?
C25 C24 H24 118.5 . . ?
C23 C24 H24 118.5 . . ?
C7 C6 C11 117.1(6) . . ?
C7 C6 C16 123.0(6) . . ?
C11 C6 C16 119.8(6) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C29 C23 123.3(6) . . ?
C28 C29 H29 118.4 . . ?
C23 C29 H29 118.4 . . ?
C10 C11 C6 121.5(6) . . ?
C10 C11 H11 119.2 . . ?
C6 C11 H11 119.2 . . ?
N4 C19 C20 100.3(5) . . ?
N4 C19 H19A 111.7 . . ?
C20 C19 H19A 111.7 . . ?
N4 C19 H19B 111.7 . . ?
C20 C19 H19B 111.7 . . ?
H19A C19 H19B 109.5 . . ?
C6 C7 C8 122.1(6) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
N2 C15 C14 98.5(5) . . ?
N2 C15 C16 114.4(5) . . ?
C14 C15 C16 117.9(5) . . ?
N2 C15 H15 108.4 . . ?
C14 C15 H15 108.4 . . ?
C16 C15 H15 108.4 . . ?
C9 C10 C11 119.8(6) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C9 C8 C7 119.4(6) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
O4 C12 H12A 109.5 . . ?
O4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O8 C27 H27A 109.5 . . ?
O8 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O8 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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
C18 N3 C20 C21 -153.9(5) . . . . ?
O5 N3 C20 C21 61.5(6) . . . . ?
C18 N3 C20 C19 -29.4(6) . . . . ?
O5 N3 C20 C19 -174.0(4) . . . . ?
C10 C9 O4 C12 -176.6(6) . . . . ?
C8 C9 O4 C12 3.1(10) . . . . ?
O5 N3 C18 O6 -23.3(10) . . . . ?
C20 N3 C18 O6 -168.0(7) . . . . ?
O5 N3 C18 N4 157.6(5) . . . . ?
C20 N3 C18 N4 12.9(7) . . . . ?
O7 N4 C18 O6 -34.0(10) . . . . ?
C19 N4 C18 O6 -168.2(7) . . . . ?
O7 N4 C18 N3 145.1(5) . . . . ?
C19 N4 C18 N3 11.0(7) . . . . ?
O3 N2 C13 O2 -19.2(10) . . . . ?
C15 N2 C13 O2 -166.2(6) . . . . ?
O3 N2 C13 N1 161.6(5) . . . . ?
C15 N2 C13 N1 14.7(7) . . . . ?
O2 C13 N1 O1 -37.0(10) . . . . ?
N2 C13 N1 O1 142.1(5) . . . . ?
O2 C13 N1 C14 -169.4(7) . . . . ?
N2 C13 N1 C14 9.8(7) . . . . ?
C15 C14 N1 C13 -28.4(7) . . . . ?
C15 C14 N1 O1 -160.9(5) . . . . ?
C29 C28 C26 O8 -177.3(6) . . . . ?
C29 C28 C26 C25 2.6(10) . . . . ?
C27 O8 C26 C28 2.8(10) . . . . ?
C27 O8 C26 C25 -177.2(6) . . . . ?
C24 C25 C26 C28 -3.0(10) . . . . ?
C24 C25 C26 O8 176.9(6) . . . . ?
C29 C23 C21 C20 100.0(7) . . . . ?
C24 C23 C21 C20 -82.5(7) . . . . ?
C29 C23 C21 C22 -24.9(9) . . . . ?
C24 C23 C21 C22 152.6(6) . . . . ?
N3 C20 C21 C23 53.0(7) . . . . ?
C19 C20 C21 C23 -61.9(7) . . . . ?
N3 C20 C21 C22 -178.5(5) . . . . ?
C19 C20 C21 C22 66.6(7) . . . . ?
C26 C25 C24 C23 1.6(10) . . . . ?
C29 C23 C24 C25 0.3(10) . . . . ?
C21 C23 C24 C25 -177.4(6) . . . . ?
C17 C16 C6 C7 -28.0(8) . . . . ?
C15 C16 C6 C7 97.7(7) . . . . ?
C17 C16 C6 C11 151.2(6) . . . . ?
C15 C16 C6 C11 -83.2(7) . . . . ?
C26 C28 C29 C23 -0.8(11) . . . . ?
C24 C23 C29 C28 -0.7(10) . . . . ?
C21 C23 C29 C28 176.9(6) . . . . ?
C7 C6 C11 C10 3.1(10) . . . . ?
C16 C6 C11 C10 -176.1(6) . . . . ?
C18 N4 C19 C20 -28.3(7) . . . . ?
O7 N4 C19 C20 -163.1(4) . . . . ?
N3 C20 C19 N4 32.3(5) . . . . ?
C21 C20 C19 N4 156.2(5) . . . . ?
C11 C6 C7 C8 -2.8(10) . . . . ?
C16 C6 C7 C8 176.3(6) . . . . ?
O3 N2 C15 C14 -177.1(5) . . . . ?
C13 N2 C15 C14 -30.8(6) . . . . ?
O3 N2 C15 C16 56.9(7) . . . . ?
C13 N2 C15 C16 -156.9(5) . . . . ?
N1 C14 C15 N2 33.6(6) . . . . ?
N1 C14 C15 C16 157.2(5) . . . . ?
C17 C16 C15 N2 -177.8(6) . . . . ?
C6 C16 C15 N2 53.5(7) . . . . ?
C17 C16 C15 C14 67.0(8) . . . . ?
C6 C16 C15 C14 -61.6(7) . . . . ?
C8 C9 C10 C11 -1.6(10) . . . . ?
O4 C9 C10 C11 178.0(6) . . . . ?
C6 C11 C10 C9 -0.9(10) . . . . ?
C10 C9 C8 C7 1.8(10) . . . . ?
O4 C9 C8 C7 -177.7(6) . . . . ?
C6 C7 C8 C9 0.4(11) . . . . ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1989355'
loop_
_audit_author_name
_audit_author_address
'Irshad Maajid Taily'
;IIT Ropar
India
;
_audit_update_record             
;
2020-03-10 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H27 Br N2 O5'
_chemical_formula_sum            'C26 H27 Br N2 O5'
_chemical_formula_weight         527.40

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   8.0617(6)
_cell_length_b                   26.398(3)
_cell_length_c                   11.8969(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.684(2)
_cell_angle_gamma                90
_cell_volume                     2530.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    34972
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      26.4

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.38
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   0.3660
_exptl_transmission_factor_max   0.7459
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    1.662
_shelx_estimated_absorpt_T_min   0.635
_shelx_estimated_absorpt_T_max   0.662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6519
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean 10.233
_diffrn_reflns_number            34972
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_av_R_equivalents  0.0870
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.305
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5121
_reflns_number_gt                2964
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 (Bruker, 2014); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014);XPREP(Sheldrick,2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP, Platon, Mercury'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0273P)²+1.3804P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5121
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.0995
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Br1 Br -0.12806(5) 0.38337(2) 0.64737(3) 0.07378(16) Uani 1 1 d . . . . .
O1 O 0.4299(2) 0.47234(8) 0.26777(18) 0.0540(6) Uani 1 1 d . . . . .
O102 O -0.1631(2) 0.43646(7) 0.40695(18) 0.0503(6) Uani 1 1 d . . . . .
H102 H -0.2578 0.4272 0.3905 0.076 Uiso 1 1 calc R U . . .
O3 O 0.2741(2) 0.34532(7) 0.51503(17) 0.0426(5) Uani 1 1 d . . . . .
O4 O 0.5338(2) 0.39021(8) 0.3988(2) 0.0591(6) Uani 1 1 d . . . . .
O104 O -0.0562(3) 0.28543(11) -0.0052(2) 0.0815(8) Uani 1 1 d . . . . .
N2 N 0.3471(3) 0.45601(9) 0.3648(2) 0.0464(7) Uani 1 1 d . . . . .
N1 N 0.2557(2) 0.38498(9) 0.4377(2) 0.0404(6) Uani 1 1 d . . . . .
C1 C -0.1512(6) 0.30181(19) -0.0985(4) 0.1044(15) Uani 1 1 d . . . . .
H9 H -0.2660 0.3031 -0.0795 0.157 Uiso 1 1 calc R U . . .
H1 H -0.1376 0.2786 -0.1598 0.157 Uiso 1 1 calc R U . . .
H10 H -0.1152 0.3350 -0.1204 0.157 Uiso 1 1 calc R U . . .
C2 C -0.0598(4) 0.31411(14) 0.0904(3) 0.0564(9) Uani 1 1 d . . . . .
C3 C -0.1510(4) 0.35782(14) 0.1021(3) 0.0584(9) Uani 1 1 d . . . . .
H11 H -0.2145 0.3702 0.0417 0.070 Uiso 1 1 calc R U . . .
C4 C -0.1480(3) 0.38339(13) 0.2045(3) 0.0513(8) Uani 1 1 d . . . . .
H12 H -0.2103 0.4128 0.2112 0.062 Uiso 1 1 calc R U . . .
C5 C -0.0551(3) 0.36635(11) 0.2964(3) 0.0425(8) Uani 1 1 d . . . . .
C6 C -0.0550(3) 0.39377(11) 0.4092(3) 0.0419(8) Uani 1 1 d . . . . .
C7 C 0.1132(3) 0.41902(11) 0.4408(3) 0.0408(7) Uani 1 1 d . . . . .
H17 H 0.1076 0.4345 0.5154 0.049 Uiso 1 1 calc R U . . .
C8 C 0.1652(3) 0.45882(12) 0.3551(3) 0.0510(9) Uani 1 1 d . . . . .
H15 H 0.1252 0.4502 0.2797 0.061 Uiso 1 1 calc R U . . .
H16 H 0.1252 0.4922 0.3746 0.061 Uiso 1 1 calc R U . . .
C9 C 0.5139(4) 0.51912(12) 0.2937(3) 0.0582(9) Uani 1 1 d . . . . .
H6 H 0.5938 0.5142 0.3553 0.070 Uiso 1 1 calc R U . . .
H25 H 0.4347 0.5447 0.3157 0.070 Uiso 1 1 calc R U . . .
C10 C 0.6008(4) 0.53574(12) 0.1898(3) 0.0530(9) Uani 1 1 d . . . . .
C11 C 0.7689(4) 0.52959(14) 0.1833(3) 0.0696(11) Uani 1 1 d . . . . .
H26 H 0.8290 0.5144 0.2420 0.084 Uiso 1 1 calc R U . . .
C12 C 0.8493(6) 0.54627(19) 0.0881(5) 0.0993(16) Uani 1 1 d . . . . .
H3 H 0.9635 0.5424 0.0832 0.119 Uiso 1 1 calc R U . . .
C13 C 0.7602(8) 0.5683(2) 0.0020(5) 0.1081(18) Uani 1 1 d . . . . .
H2 H 0.8144 0.5796 -0.0612 0.130 Uiso 1 1 calc R U . . .
C14 C 0.5140(5) 0.55797(16) 0.1014(4) 0.0821(12) Uani 1 1 d . . . . .
H4 H 0.3998 0.5622 0.1053 0.099 Uiso 1 1 calc R U . . .
C15 C 0.5942(7) 0.57393(19) 0.0077(4) 0.1067(16) Uani 1 1 d . . . . .
H5 H 0.5343 0.5886 -0.0518 0.128 Uiso 1 1 calc R U . . .
C16 C 0.3944(3) 0.40806(12) 0.3992(3) 0.0432(8) Uani 1 1 d . . . . .
C17 C 0.0344(4) 0.29660(14) 0.1804(3) 0.0653(10) Uani 1 1 d . . . . .
H7 H 0.0973 0.2673 0.1731 0.078 Uiso 1 1 calc R U . . .
C18 C 0.0363(4) 0.32209(13) 0.2812(3) 0.0562(9) Uani 1 1 d . . . . .
H8 H 0.1005 0.3095 0.3412 0.067 Uiso 1 1 calc R U . . .
C19 C -0.1097(3) 0.35540(12) 0.4964(3) 0.0486(8) Uani 1 1 d . . . . .
H13 H -0.0307 0.3277 0.4991 0.058 Uiso 1 1 calc R U . . .
H14 H -0.2165 0.3416 0.4724 0.058 Uiso 1 1 calc R U . . .
C20 C 0.3486(4) 0.36301(12) 0.6210(3) 0.0531(9) Uani 1 1 d . . . . .
H18 H 0.2731 0.3856 0.6584 0.064 Uiso 1 1 calc R U . . .
H24 H 0.4506 0.3812 0.6075 0.064 Uiso 1 1 calc R U . . .
C21 C 0.3835(3) 0.31732(12) 0.6923(3) 0.0451(8) Uani 1 1 d . . . . .
C22 C 0.3134(4) 0.31234(14) 0.7962(3) 0.0591(9) Uani 1 1 d . . . . .
H23 H 0.2418 0.3372 0.8215 0.071 Uiso 1 1 calc R U . . .
C23 C 0.3489(5) 0.27063(16) 0.8632(3) 0.0712(11) Uani 1 1 d . . . . .
H22 H 0.3020 0.2677 0.9334 0.085 Uiso 1 1 calc R U . . .
C24 C 0.4528(5) 0.23389(15) 0.8260(4) 0.0707(11) Uani 1 1 d . . . . .
H19 H 0.4762 0.2057 0.8707 0.085 Uiso 1 1 calc R U . . .
C25 C 0.5225(5) 0.23840(14) 0.7232(4) 0.0703(11) Uani 1 1 d . . . . .
H20 H 0.5926 0.2131 0.6979 0.084 Uiso 1 1 calc R U . . .
C26 C 0.4895(4) 0.28015(13) 0.6567(3) 0.0563(9) Uani 1 1 d . . . . .
H21 H 0.5391 0.2832 0.5874 0.068 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
Br1 C19 1.952(3) . ?
O1 N2 1.418(3) . ?
O1 C9 1.438(3) . ?
O102 C6 1.424(3) . ?
O102 H102 0.8200 . ?
O3 N1 1.399(3) . ?
O3 C20 1.457(3) . ?
O4 C16 1.219(3) . ?
O104 C2 1.368(4) . ?
O104 C1 1.399(4) . ?
N2 C16 1.380(4) . ?
N2 C8 1.470(3) . ?
N1 C16 1.364(3) . ?
N1 C7 1.460(3) . ?
C1 H9 0.9600 . ?
C1 H1 0.9600 . ?
C1 H10 0.9600 . ?
C2 C17 1.375(5) . ?
C2 C3 1.377(5) . ?
C3 C4 1.392(5) . ?
C3 H11 0.9300 . ?
C4 C5 1.382(4) . ?
C4 H12 0.9300 . ?
C5 C18 1.396(4) . ?
C5 C6 1.525(4) . ?
C6 C19 1.524(4) . ?
C6 C7 1.547(4) . ?
C7 C8 1.531(4) . ?
C7 H17 0.9800 . ?
C8 H15 0.9700 . ?
C8 H16 0.9700 . ?
C9 C10 1.504(4) . ?
C9 H6 0.9700 . ?
C9 H25 0.9700 . ?
C10 C11 1.369(4) . ?
C10 C14 1.377(5) . ?
C11 C12 1.393(6) . ?
C11 H26 0.9300 . ?
C12 C13 1.363(7) . ?
C12 H3 0.9300 . ?
C13 C15 1.350(7) . ?
C13 H2 0.9300 . ?
C14 C15 1.371(6) . ?
C14 H4 0.9300 . ?
C15 H5 0.9300 . ?
C17 C18 1.375(5) . ?
C17 H7 0.9300 . ?
C18 H8 0.9300 . ?
C19 H13 0.9700 . ?
C19 H14 0.9700 . ?
C20 C21 1.497(4) . ?
C20 H18 0.9700 . ?
C20 H24 0.9700 . ?
C21 C26 1.376(4) . ?
C21 C22 1.381(4) . ?
C22 C23 1.384(5) . ?
C22 H23 0.9300 . ?
C23 C24 1.363(5) . ?
C23 H22 0.9300 . ?
C24 C25 1.367(5) . ?
C24 H19 0.9300 . ?
C25 C26 1.378(5) . ?
C25 H20 0.9300 . ?
C26 H21 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
N2 O1 C9 108.5(2) . . ?
C6 O102 H102 109.5 . . ?
N1 O3 C20 111.2(2) . . ?
C2 O104 C1 117.7(3) . . ?
C16 N2 O1 112.8(2) . . ?
C16 N2 C8 109.6(2) . . ?
O1 N2 C8 114.4(2) . . ?
C16 N1 O3 118.9(2) . . ?
C16 N1 C7 112.8(2) . . ?
O3 N1 C7 120.8(2) . . ?
O104 C1 H9 109.5 . . ?
O104 C1 H1 109.5 . . ?
H9 C1 H1 109.5 . . ?
O104 C1 H10 109.5 . . ?
H9 C1 H10 109.5 . . ?
H1 C1 H10 109.5 . . ?
O104 C2 C17 115.9(3) . . ?
O104 C2 C3 124.9(3) . . ?
C17 C2 C3 119.2(3) . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H11 120.0 . . ?
C4 C3 H11 120.0 . . ?
C5 C4 C3 122.0(3) . . ?
C5 C4 H12 119.0 . . ?
C3 C4 H12 119.0 . . ?
C4 C5 C18 116.5(3) . . ?
C4 C5 C6 121.9(3) . . ?
C18 C5 C6 121.6(3) . . ?
O102 C6 C19 110.5(2) . . ?
O102 C6 C5 112.0(2) . . ?
C19 C6 C5 106.9(2) . . ?
O102 C6 C7 101.2(2) . . ?
C19 C6 C7 113.0(2) . . ?
C5 C6 C7 113.3(2) . . ?
N1 C7 C8 100.0(2) . . ?
N1 C7 C6 114.4(2) . . ?
C8 C7 C6 112.9(2) . . ?
N1 C7 H17 109.7 . . ?
C8 C7 H17 109.7 . . ?
C6 C7 H17 109.7 . . ?
N2 C8 C7 101.8(2) . . ?
N2 C8 H15 111.4 . . ?
C7 C8 H15 111.4 . . ?
N2 C8 H16 111.4 . . ?
C7 C8 H16 111.4 . . ?
H15 C8 H16 109.3 . . ?
O1 C9 C10 107.6(3) . . ?
O1 C9 H6 110.2 . . ?
C10 C9 H6 110.2 . . ?
O1 C9 H25 110.2 . . ?
C10 C9 H25 110.2 . . ?
H6 C9 H25 108.5 . . ?
C11 C10 C14 119.2(3) . . ?
C11 C10 C9 119.9(3) . . ?
C14 C10 C9 120.9(3) . . ?
C10 C11 C12 119.6(4) . . ?
C10 C11 H26 120.2 . . ?
C12 C11 H26 120.2 . . ?
C13 C12 C11 119.9(4) . . ?
C13 C12 H3 120.1 . . ?
C11 C12 H3 120.1 . . ?
C15 C13 C12 120.7(5) . . ?
C15 C13 H2 119.7 . . ?
C12 C13 H2 119.7 . . ?
C15 C14 C10 120.7(4) . . ?
C15 C14 H4 119.6 . . ?
C10 C14 H4 119.6 . . ?
C13 C15 C14 119.9(5) . . ?
C13 C15 H5 120.0 . . ?
C14 C15 H5 120.0 . . ?
O4 C16 N1 126.4(3) . . ?
O4 C16 N2 126.9(3) . . ?
N1 C16 N2 106.7(2) . . ?
C2 C17 C18 120.5(3) . . ?
C2 C17 H7 119.8 . . ?
C18 C17 H7 119.8 . . ?
C17 C18 C5 122.0(3) . . ?
C17 C18 H8 119.0 . . ?
C5 C18 H8 119.0 . . ?
C6 C19 Br1 114.0(2) . . ?
C6 C19 H13 108.8 . . ?
Br1 C19 H13 108.8 . . ?
C6 C19 H14 108.8 . . ?
Br1 C19 H14 108.8 . . ?
H13 C19 H14 107.7 . . ?
O3 C20 C21 107.4(2) . . ?
O3 C20 H18 110.2 . . ?
C21 C20 H18 110.2 . . ?
O3 C20 H24 110.2 . . ?
C21 C20 H24 110.2 . . ?
H18 C20 H24 108.5 . . ?
C26 C21 C22 118.8(3) . . ?
C26 C21 C20 120.5(3) . . ?
C22 C21 C20 120.6(3) . . ?
C21 C22 C23 120.5(3) . . ?
C21 C22 H23 119.7 . . ?
C23 C22 H23 119.7 . . ?
C24 C23 C22 119.9(4) . . ?
C24 C23 H22 120.1 . . ?
C22 C23 H22 120.1 . . ?
C23 C24 C25 120.1(4) . . ?
C23 C24 H19 120.0 . . ?
C25 C24 H19 120.0 . . ?
C24 C25 C26 120.4(4) . . ?
C24 C25 H20 119.8 . . ?
C26 C25 H20 119.8 . . ?
C21 C26 C25 120.3(3) . . ?
C21 C26 H21 119.9 . . ?
C25 C26 H21 119.9 . . ?

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
C9 O1 N2 C16 -123.1(3) . . . . ?
C9 O1 N2 C8 110.7(3) . . . . ?
C20 O3 N1 C16 64.7(3) . . . . ?
C20 O3 N1 C7 -82.8(3) . . . . ?
C1 O104 C2 C17 179.6(4) . . . . ?
C1 O104 C2 C3 0.5(5) . . . . ?
O104 C2 C3 C4 178.6(3) . . . . ?
C17 C2 C3 C4 -0.6(5) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C3 C4 C5 C18 0.2(4) . . . . ?
C3 C4 C5 C6 -178.6(3) . . . . ?
C4 C5 C6 O102 1.6(4) . . . . ?
C18 C5 C6 O102 -177.0(3) . . . . ?
C4 C5 C6 C19 122.8(3) . . . . ?
C18 C5 C6 C19 -55.9(3) . . . . ?
C4 C5 C6 C7 -112.1(3) . . . . ?
C18 C5 C6 C7 69.2(4) . . . . ?
C16 N1 C7 C8 22.2(3) . . . . ?
O3 N1 C7 C8 171.6(2) . . . . ?
C16 N1 C7 C6 143.2(3) . . . . ?
O3 N1 C7 C6 -67.5(3) . . . . ?
O102 C6 C7 N1 -173.5(2) . . . . ?
C19 C6 C7 N1 68.3(3) . . . . ?
C5 C6 C7 N1 -53.5(3) . . . . ?
O102 C6 C7 C8 -60.0(3) . . . . ?
C19 C6 C7 C8 -178.1(2) . . . . ?
C5 C6 C7 C8 60.1(3) . . . . ?
C16 N2 C8 C7 27.7(3) . . . . ?
O1 N2 C8 C7 155.5(2) . . . . ?
N1 C7 C8 N2 -28.2(3) . . . . ?
C6 C7 C8 N2 -150.3(2) . . . . ?
N2 O1 C9 C10 180.0(2) . . . . ?
O1 C9 C10 C11 -103.7(4) . . . . ?
O1 C9 C10 C14 77.4(4) . . . . ?
C14 C10 C11 C12 0.6(6) . . . . ?
C9 C10 C11 C12 -178.3(3) . . . . ?
C10 C11 C12 C13 -0.4(7) . . . . ?
C11 C12 C13 C15 -0.4(8) . . . . ?
C11 C10 C14 C15 -0.1(6) . . . . ?
C9 C10 C14 C15 178.8(4) . . . . ?
C12 C13 C15 C14 0.8(8) . . . . ?
C10 C14 C15 C13 -0.6(7) . . . . ?
O3 N1 C16 O4 22.0(4) . . . . ?
C7 N1 C16 O4 172.0(3) . . . . ?
O3 N1 C16 N2 -155.8(2) . . . . ?
C7 N1 C16 N2 -5.9(3) . . . . ?
O1 N2 C16 O4 38.9(4) . . . . ?
C8 N2 C16 O4 167.6(3) . . . . ?
O1 N2 C16 N1 -143.3(2) . . . . ?
C8 N2 C16 N1 -14.6(3) . . . . ?
O104 C2 C17 C18 -178.6(3) . . . . ?
C3 C2 C17 C18 0.7(5) . . . . ?
C2 C17 C18 C5 -0.4(5) . . . . ?
C4 C5 C18 C17 -0.1(5) . . . . ?
C6 C5 C18 C17 178.7(3) . . . . ?
O102 C6 C19 Br1 -55.3(3) . . . . ?
C5 C6 C19 Br1 -177.45(17) . . . . ?
C7 C6 C19 Br1 57.3(3) . . . . ?
N1 O3 C20 C21 -172.8(2) . . . . ?
O3 C20 C21 C26 60.7(4) . . . . ?
O3 C20 C21 C22 -121.0(3) . . . . ?
C26 C21 C22 C23 -0.1(5) . . . . ?
C20 C21 C22 C23 -178.5(3) . . . . ?
C21 C22 C23 C24 -0.6(5) . . . . ?
C22 C23 C24 C25 0.4(6) . . . . ?
C23 C24 C25 C26 0.5(6) . . . . ?
C22 C21 C26 C25 1.0(5) . . . . ?
C20 C21 C26 C25 179.4(3) . . . . ?
C24 C25 C26 C21 -1.2(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H10 Br1 0.96 3.04 3.720(5) 128.7 1_554
C7 H17 Br1 0.98 2.84 3.315(3) 110.5 .
C19 H13 O3 0.97 2.50 3.107(3) 120.3 .
C19 H14 O4 0.97 2.52 3.203(4) 127.1 1_455
C20 H24 O4 0.97 2.60 3.156(4) 116.5 .
C1 H10 Br1 0.96 3.04 3.720(5) 128.7 1_554
C7 H17 Br1 0.98 2.84 3.315(3) 110.5 .
C19 H13 O3 0.97 2.50 3.107(3) 120.3 .
C19 H14 O4 0.97 2.52 3.203(4) 127.1 1_455
C20 H24 O4 0.97 2.60 3.156(4) 116.5 .

_refine_diff_density_max         0.237
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.047



