# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_7-Br-Ist_in_P21
_database_code_depnum_ccdc_archive 'CCDC 1451822'
_audit_update_record             
;
2016-02-04 deposited with the CCDC.
2016-08-31 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C19 H23 Br N2 O5'
_chemical_formula_moiety         'C19 H23 Br N2 O5'
_chemical_formula_weight         439.31
_chemical_melting_point          441-443
_chemical_absolute_configuration ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.9423(8)
_cell_length_b                   10.7137(10)
_cell_length_c                   10.4490(9)
_cell_angle_alpha                90.0000
_cell_angle_beta                 94.596(3)
_cell_angle_gamma                90.0000
_cell_volume                     997.85(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9589
_cell_measurement_theta_min      3.46
_cell_measurement_theta_max      27.65
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       Chunk
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.320
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             452.00
_exptl_absorpt_coefficient_mu    2.097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.251
_exptl_absorpt_correction_T_max  0.511

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku SCX mini'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 6.849
_diffrn_reflns_number            10269
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4547
_reflns_number_gt                3733
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1614
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         4547
_refine_ls_number_parameters     248
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.016
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.540
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2140 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.036(10)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Br Br -0.2901 2.4595
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.26330(6) -1.20023(3) 0.68976(5) 0.0708(2) Uani 1.0 2 d . . .
O1 O 0.3960(3) -0.7981(4) 1.0328(4) 0.0612(9) Uani 1.0 2 d . . .
O2 O 0.2760(6) -0.4809(4) 0.7496(5) 0.0846(13) Uani 1.0 2 d . . .
O3 O 0.3646(4) -0.6795(3) 0.7415(3) 0.0501(7) Uani 1.0 2 d . . .
O4 O -0.1196(4) -0.6230(4) 0.9239(5) 0.0684(10) Uani 1.0 2 d . . .
O5 O 0.1167(6) -0.6139(5) 1.1374(5) 0.0810(12) Uani 1.0 2 d . . .
N1 N 0.3168(4) -0.9436(3) 0.8810(4) 0.0401(7) Uani 1.0 2 d . . .
N2 N 0.1881(5) -0.6335(4) 0.8694(5) 0.0504(10) Uani 1.0 2 d . . .
C1 C 0.3096(5) -0.8331(4) 0.9454(4) 0.0431(9) Uani 1.0 2 d . . .
C2 C 0.1661(5) -0.7652(4) 0.8921(4) 0.0381(9) Uani 1.0 2 d . . .
C3 C 0.1184(4) -0.8420(4) 0.7758(4) 0.0390(8) Uani 1.0 2 d . . .
C4 C 0.0084(5) -0.8201(5) 0.6801(4) 0.0506(10) Uani 1.0 2 d . . .
C5 C -0.0173(6) -0.9065(6) 0.5829(5) 0.0646(13) Uani 1.0 2 d . . .
C6 C 0.0637(7) -1.0163(6) 0.5869(5) 0.0621(13) Uani 1.0 2 d . . .
C7 C 0.1738(5) -1.0398(4) 0.6843(4) 0.0495(10) Uani 1.0 2 d . . .
C8 C 0.2049(4) -0.9498(4) 0.7789(4) 0.0364(8) Uani 1.0 2 d . . .
C9 C 0.2780(5) -0.5884(4) 0.7833(5) 0.0496(10) Uani 1.0 2 d . . .
C10 C 0.4563(5) -0.6613(5) 0.6311(5) 0.0508(10) Uani 1.0 2 d . . .
C11 C 0.5778(7) -0.5689(7) 0.6634(6) 0.0751(16) Uani 1.0 2 d . . .
C12 C 0.3560(8) -0.6221(9) 0.5143(6) 0.091(3) Uani 1.0 2 d . . .
C13 C 0.5196(8) -0.7905(6) 0.6137(7) 0.0763(16) Uani 1.0 2 d . . .
C14 C 0.0510(4) -0.7842(4) 0.9961(4) 0.0403(8) Uani 1.0 2 d . . .
C15 C -0.1027(5) -0.7312(5) 0.9543(4) 0.0468(10) Uani 1.0 2 d . . .
C16 C -0.2317(5) -0.8193(5) 0.9553(5) 0.0548(11) Uani 1.0 2 d . . .
C17 C 0.1037(5) -0.7245(5) 1.1265(5) 0.0524(11) Uani 1.0 2 d . . .
C18 C 0.1309(8) -0.8138(7) 1.2366(6) 0.0778(17) Uani 1.0 2 d . . .
C19 C 0.4410(5) -1.0292(5) 0.9128(6) 0.0584(12) Uani 1.0 2 d . . .
H2 H 0.1409 -0.5810 0.9137 0.0604 Uiso 1.0 2 calc R . .
H4 H -0.0486 -0.7475 0.6804 0.0607 Uiso 1.0 2 calc R . .
H5A H -0.0887 -0.8909 0.5152 0.0775 Uiso 1.0 2 calc R . .
H11A H 0.5342 -0.4899 0.6828 0.0901 Uiso 1.0 2 calc R . .
H11B H 0.6375 -0.5595 0.5917 0.0901 Uiso 1.0 2 calc R . .
H11C H 0.6400 -0.5976 0.7367 0.0901 Uiso 1.0 2 calc R . .
H12A H 0.4147 -0.6148 0.4417 0.1087 Uiso 1.0 2 calc R . .
H12B H 0.3106 -0.5431 0.5306 0.1087 Uiso 1.0 2 calc R . .
H12C H 0.2791 -0.6837 0.4967 0.1087 Uiso 1.0 2 calc R . .
H13A H 0.5777 -0.7910 0.5404 0.0916 Uiso 1.0 2 calc R . .
H13B H 0.4389 -0.8493 0.6009 0.0916 Uiso 1.0 2 calc R . .
H13C H 0.5825 -0.8131 0.6889 0.0916 Uiso 1.0 2 calc R . .
H14 H 0.0398 -0.8741 1.0096 0.0483 Uiso 1.0 2 calc R . .
H16A H -0.2853 -0.8206 0.8720 0.0658 Uiso 1.0 2 calc R . .
H16B H -0.2977 -0.7924 1.0180 0.0658 Uiso 1.0 2 calc R . .
H16C H -0.1952 -0.9015 0.9767 0.0658 Uiso 1.0 2 calc R . .
H18A H 0.0624 -0.7961 1.3004 0.0934 Uiso 1.0 2 calc R . .
H18B H 0.2321 -0.8047 1.2736 0.0934 Uiso 1.0 2 calc R . .
H18C H 0.1156 -0.8978 1.2062 0.0934 Uiso 1.0 2 calc R . .
H19A H 0.5050 -1.0316 0.8433 0.0701 Uiso 1.0 2 calc R . .
H19B H 0.4024 -1.1112 0.9267 0.0701 Uiso 1.0 2 calc R . .
H19C H 0.4975 -1.0010 0.9894 0.0701 Uiso 1.0 2 calc R . .
H6 H 0.057(8) -1.093(10) 0.521(8) 0.11(3) Uiso 1.0 2 d . . .



#==============================================================================
_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Br1 C7 1.895(5) yes . .
O1 C1 1.208(5) yes . .
O2 C9 1.205(6) yes . .
O3 C9 1.341(6) yes . .
O3 C10 1.481(6) yes . .
O4 C15 1.209(6) yes . .
O5 C17 1.195(7) yes . .
N1 C1 1.365(6) yes . .
N1 C8 1.404(5) yes . .
N1 C19 1.459(6) yes . .
N2 C2 1.446(6) yes . .
N2 C9 1.344(7) yes . .
C1 C2 1.541(6) yes . .
C2 C3 1.501(6) yes . .
C2 C14 1.568(6) yes . .
C3 C4 1.365(6) yes . .
C3 C8 1.389(6) yes . .
C4 C5 1.380(7) yes . .
C5 C6 1.380(9) yes . .
C6 C7 1.381(7) yes . .
C7 C8 1.393(6) yes . .
C10 C11 1.489(8) yes . .
C10 C12 1.515(8) yes . .
C10 C13 1.512(8) yes . .
C14 C15 1.519(6) yes . .
C14 C17 1.544(6) yes . .
C15 C16 1.491(7) yes . .
C17 C18 1.501(8) yes . .
N2 H2 0.860 no . .
C4 H4 0.930 no . .
C5 H5A 0.930 no . .
C6 H6 1.07(10) no . .
C11 H11A 0.960 no . .
C11 H11B 0.960 no . .
C11 H11C 0.960 no . .
C12 H12A 0.960 no . .
C12 H12B 0.960 no . .
C12 H12C 0.960 no . .
C13 H13A 0.960 no . .
C13 H13B 0.960 no . .
C13 H13C 0.960 no . .
C14 H14 0.980 no . .
C16 H16A 0.960 no . .
C16 H16B 0.960 no . .
C16 H16C 0.960 no . .
C18 H18A 0.960 no . .
C18 H18B 0.960 no . .
C18 H18C 0.960 no . .
C19 H19A 0.960 no . .
C19 H19B 0.960 no . .
C19 H19C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C9 O3 C10 121.9(4) yes . . .
C1 N1 C8 110.9(3) yes . . .
C1 N1 C19 119.8(4) yes . . .
C8 N1 C19 128.8(4) yes . . .
C2 N2 C9 123.8(4) yes . . .
O1 C1 N1 126.1(4) yes . . .
O1 C1 C2 126.2(4) yes . . .
N1 C1 C2 107.6(3) yes . . .
N2 C2 C1 113.5(4) yes . . .
N2 C2 C3 115.9(4) yes . . .
N2 C2 C14 110.2(4) yes . . .
C1 C2 C3 102.0(3) yes . . .
C1 C2 C14 105.2(4) yes . . .
C3 C2 C14 109.3(3) yes . . .
C2 C3 C4 129.8(4) yes . . .
C2 C3 C8 108.4(4) yes . . .
C4 C3 C8 121.8(4) yes . . .
C3 C4 C5 119.4(5) yes . . .
C4 C5 C6 119.6(5) yes . . .
C5 C6 C7 121.2(5) yes . . .
Br1 C7 C6 117.5(4) yes . . .
Br1 C7 C8 123.1(3) yes . . .
C6 C7 C8 119.1(5) yes . . .
N1 C8 C3 109.9(4) yes . . .
N1 C8 C7 131.4(4) yes . . .
C3 C8 C7 118.7(4) yes . . .
O2 C9 O3 126.6(5) yes . . .
O2 C9 N2 122.9(5) yes . . .
O3 C9 N2 110.4(4) yes . . .
O3 C10 C11 110.5(4) yes . . .
O3 C10 C12 109.5(4) yes . . .
O3 C10 C13 102.1(4) yes . . .
C11 C10 C12 111.9(5) yes . . .
C11 C10 C13 111.3(5) yes . . .
C12 C10 C13 111.1(5) yes . . .
C2 C14 C15 112.4(4) yes . . .
C2 C14 C17 112.8(3) yes . . .
C15 C14 C17 107.7(4) yes . . .
O4 C15 C14 121.6(4) yes . . .
O4 C15 C16 121.9(4) yes . . .
C14 C15 C16 116.4(4) yes . . .
O5 C17 C14 121.0(5) yes . . .
O5 C17 C18 123.4(5) yes . . .
C14 C17 C18 115.6(5) yes . . .
C2 N2 H2 118.075 no . . .
C9 N2 H2 118.076 no . . .
C3 C4 H4 120.292 no . . .
C5 C4 H4 120.289 no . . .
C4 C5 H5A 120.201 no . . .
C6 C5 H5A 120.204 no . . .
C5 C6 H6 129(5) no . . .
C7 C6 H6 109(5) no . . .
C10 C11 H11A 109.473 no . . .
C10 C11 H11B 109.467 no . . .
C10 C11 H11C 109.471 no . . .
H11A C11 H11B 109.475 no . . .
H11A C11 H11C 109.473 no . . .
H11B C11 H11C 109.468 no . . .
C10 C12 H12A 109.466 no . . .
C10 C12 H12B 109.470 no . . .
C10 C12 H12C 109.472 no . . .
H12A C12 H12B 109.469 no . . .
H12A C12 H12C 109.473 no . . .
H12B C12 H12C 109.476 no . . .
C10 C13 H13A 109.476 no . . .
C10 C13 H13B 109.476 no . . .
C10 C13 H13C 109.471 no . . .
H13A C13 H13B 109.470 no . . .
H13A C13 H13C 109.466 no . . .
H13B C13 H13C 109.469 no . . .
C2 C14 H14 107.909 no . . .
C15 C14 H14 107.907 no . . .
C17 C14 H14 107.908 no . . .
C15 C16 H16A 109.469 no . . .
C15 C16 H16B 109.475 no . . .
C15 C16 H16C 109.471 no . . .
H16A C16 H16B 109.476 no . . .
H16A C16 H16C 109.462 no . . .
H16B C16 H16C 109.474 no . . .
C17 C18 H18A 109.468 no . . .
C17 C18 H18B 109.464 no . . .
C17 C18 H18C 109.469 no . . .
H18A C18 H18B 109.472 no . . .
H18A C18 H18C 109.480 no . . .
H18B C18 H18C 109.473 no . . .
N1 C19 H19A 109.471 no . . .
N1 C19 H19B 109.468 no . . .
N1 C19 H19C 109.469 no . . .
H19A C19 H19B 109.479 no . . .
H19A C19 H19C 109.467 no . . .
H19B C19 H19C 109.474 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C9 O3 C10 C11 66.8(5) no . . . .
C9 O3 C10 C12 -56.9(5) no . . . .
C9 O3 C10 C13 -174.8(3) no . . . .
C10 O3 C9 O2 -9.2(7) no . . . .
C10 O3 C9 N2 169.9(3) no . . . .
C1 N1 C8 C3 -1.2(5) no . . . .
C1 N1 C8 C7 176.3(4) no . . . .
C8 N1 C1 O1 -175.7(4) no . . . .
C8 N1 C1 C2 7.9(4) no . . . .
C19 N1 C1 O1 -2.7(7) no . . . .
C19 N1 C1 C2 -179.1(4) no . . . .
C19 N1 C8 C3 -173.4(4) no . . . .
C19 N1 C8 C7 4.1(7) no . . . .
C2 N2 C9 O2 166.9(4) no . . . .
C2 N2 C9 O3 -12.2(6) no . . . .
C9 N2 C2 C1 63.8(6) no . . . .
C9 N2 C2 C3 -53.8(6) no . . . .
C9 N2 C2 C14 -178.5(4) no . . . .
O1 C1 C2 N2 47.3(6) no . . . .
O1 C1 C2 C3 172.6(4) no . . . .
O1 C1 C2 C14 -73.3(5) no . . . .
N1 C1 C2 N2 -136.3(4) no . . . .
N1 C1 C2 C3 -10.9(4) no . . . .
N1 C1 C2 C14 103.1(4) no . . . .
N2 C2 C3 C4 -47.5(6) no . . . .
N2 C2 C3 C8 134.1(4) no . . . .
N2 C2 C14 C15 61.7(4) no . . . .
N2 C2 C14 C17 -60.3(4) no . . . .
C1 C2 C3 C4 -171.3(4) no . . . .
C1 C2 C3 C8 10.2(4) no . . . .
C1 C2 C14 C15 -175.5(3) no . . . .
C1 C2 C14 C17 62.5(4) no . . . .
C3 C2 C14 C15 -66.7(4) no . . . .
C3 C2 C14 C17 171.3(3) no . . . .
C14 C2 C3 C4 77.7(5) no . . . .
C14 C2 C3 C8 -100.8(4) no . . . .
C2 C3 C4 C5 -178.7(4) no . . . .
C2 C3 C8 N1 -6.3(5) no . . . .
C2 C3 C8 C7 175.9(3) no . . . .
C4 C3 C8 N1 175.1(4) no . . . .
C4 C3 C8 C7 -2.7(6) no . . . .
C8 C3 C4 C5 -0.5(6) no . . . .
C3 C4 C5 C6 2.9(7) no . . . .
C4 C5 C6 C7 -2.2(8) no . . . .
C5 C6 C7 Br1 173.7(5) no . . . .
C5 C6 C7 C8 -1.0(8) no . . . .
Br1 C7 C8 N1 11.7(7) no . . . .
Br1 C7 C8 C3 -171.0(3) no . . . .
C6 C7 C8 N1 -173.9(4) no . . . .
C6 C7 C8 C3 3.4(6) no . . . .
C2 C14 C15 O4 -56.7(5) no . . . .
C2 C14 C15 C16 124.4(4) no . . . .
C2 C14 C17 O5 65.6(5) no . . . .
C2 C14 C17 C18 -116.5(4) no . . . .
C15 C14 C17 O5 -59.1(5) no . . . .
C15 C14 C17 C18 118.8(4) no . . . .
C17 C14 C15 O4 68.2(5) no . . . .
C17 C14 C15 C16 -110.7(4) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Br1 N1 3.410(4) no . .
Br1 C19 3.275(6) no . .
O1 O3 3.290(5) no . .
O1 O5 3.430(6) no . .
O1 N2 2.996(6) no . .
O1 C3 3.540(5) no . .
O1 C8 3.446(5) no . .
O1 C9 3.538(6) no . .
O1 C14 3.082(5) no . .
O1 C17 2.971(6) no . .
O1 C18 3.316(7) no . .
O1 C19 2.818(7) no . .
O2 C2 3.563(6) no . .
O2 C10 2.862(7) no . .
O2 C11 3.062(8) no . .
O2 C12 3.022(9) no . .
O3 N1 3.227(5) no . .
O3 C1 2.767(6) no . .
O3 C2 2.630(5) no . .
O3 C3 2.852(5) no . .
O3 C4 3.535(6) no . .
O3 C8 3.266(5) no . .
O4 O5 2.949(6) no . .
O4 N2 2.856(6) no . .
O4 C2 3.015(6) no . .
O4 C3 3.599(6) no . .
O4 C4 3.567(7) no . .
O4 C17 2.996(6) no . .
O5 N2 2.928(7) no . .
O5 C2 3.094(7) no . .
O5 C15 2.913(6) no . .
N1 N2 3.514(5) no . .
N1 C4 3.582(6) no . .
N1 C14 3.236(5) no . .
N2 C4 3.159(6) no . .
N2 C8 3.524(6) no . .
N2 C15 3.003(6) no . .
N2 C17 3.010(7) no . .
C1 C9 3.122(6) no . .
C1 C17 2.981(6) no . .
C1 C18 3.555(8) no . .
C3 C6 2.733(7) no . .
C3 C9 3.067(6) no . .
C3 C15 3.064(6) no . .
C4 C7 2.778(7) no . .
C4 C9 3.566(7) no . .
C4 C14 3.315(6) no . .
C4 C15 3.250(7) no . .
C5 C8 2.775(6) no . .
C7 C19 3.242(7) no . .
C8 C14 3.270(6) no . .
C9 C11 3.056(8) no . .
C9 C12 2.971(8) no . .
C15 C18 3.586(7) no . .
C16 C17 3.516(6) no . .
Br1 O2 3.071(4) no . 1_545
O1 C16 3.496(5) no . 1_655
O1 C19 3.258(7) no . 2_657
O2 Br1 3.071(4) no . 1_565
O2 C16 3.585(8) no . 2_557
O4 N1 3.397(6) no . 2_557
O5 C6 3.569(7) no . 2_557
O5 C7 3.410(7) no . 2_557
O5 C8 3.540(6) no . 2_557
O5 C16 3.482(7) no . 2_557
N1 O4 3.397(6) no . 2_547
C6 O5 3.569(7) no . 2_547
C7 O5 3.410(7) no . 2_547
C8 O5 3.540(6) no . 2_547
C16 O1 3.496(5) no . 1_455
C16 O2 3.585(8) no . 2_547
C16 O5 3.482(7) no . 2_547
C19 O1 3.258(7) no . 2_647
Br1 H19A 3.1553 no . .
Br1 H19B 2.8448 no . .
Br1 H6 2.70(8) no . .
O1 H2 3.4217 no . .
O1 H14 3.2781 no . .
O1 H18B 3.0126 no . .
O1 H18C 3.3820 no . .
O1 H19A 3.3812 no . .
O1 H19B 3.5346 no . .
O1 H19C 2.4126 no . .
O2 H2 2.4253 no . .
O2 H11A 2.4673 no . .
O2 H11C 3.4998 no . .
O2 H12B 2.4272 no . .
O2 H12C 3.4236 no . .
O3 H2 2.9883 no . .
O3 H11A 2.6367 no . .
O3 H11B 3.2662 no . .
O3 H11C 2.6184 no . .
O3 H12A 3.2736 no . .
O3 H12B 2.6555 no . .
O3 H12C 2.6106 no . .
O3 H13A 3.1808 no . .
O3 H13B 2.4629 no . .
O3 H13C 2.5136 no . .
O4 H2 2.3829 no . .
O4 H4 2.9852 no . .
O4 H14 3.1405 no . .
O4 H16A 2.6163 no . .
O4 H16B 2.6553 no . .
O4 H16C 3.1188 no . .
O5 H2 2.3902 no . .
O5 H14 3.1427 no . .
O5 H18A 2.6614 no . .
O5 H18B 2.6517 no . .
O5 H18C 3.1250 no . .
N1 H13B 3.3597 no . .
N1 H13C 3.5201 no . .
N1 H14 3.0048 no . .
N2 H4 3.0335 no . .
N2 H14 3.2947 no . .
C1 H2 3.0980 no . .
C1 H14 2.5932 no . .
C1 H18B 3.5662 no . .
C1 H18C 3.4168 no . .
C1 H19A 3.0013 no . .
C1 H19B 3.1032 no . .
C1 H19C 2.4796 no . .
C2 H4 2.8163 no . .
C3 H2 3.1445 no . .
C3 H5A 3.2109 no . .
C3 H13B 3.5217 no . .
C3 H14 2.6177 no . .
C4 H12C 3.5228 no . .
C4 H14 3.4797 no . .
C4 H16A 3.4300 no . .
C4 H6 3.41(10) no . .
C6 H4 3.2273 no . .
C7 H5A 3.2424 no . .
C7 H13B 3.2973 no . .
C7 H19A 3.2789 no . .
C7 H19B 3.2172 no . .
C8 H4 3.2436 no . .
C8 H13B 3.1017 no . .
C8 H14 3.0358 no . .
C8 H19A 2.8517 no . .
C8 H19B 2.8386 no . .
C8 H19C 3.3263 no . .
C8 H6 3.28(9) no . .
C9 H4 3.4765 no . .
C9 H11A 2.8021 no . .
C9 H11C 3.3132 no . .
C9 H12B 2.7228 no . .
C9 H12C 3.1646 no . .
C11 H12A 2.6822 no . .
C11 H12B 2.6795 no . .
C11 H12C 3.3072 no . .
C11 H13A 2.7055 no . .
C11 H13B 3.2968 no . .
C11 H13C 2.6300 no . .
C12 H11A 2.6828 no . .
C12 H11B 2.6670 no . .
C12 H11C 3.3122 no . .
C12 H13A 2.6822 no . .
C12 H13B 2.6807 no . .
C12 H13C 3.3205 no . .
C13 H11A 3.3007 no . .
C13 H11B 2.7064 no . .
C13 H11C 2.6187 no . .
C13 H12A 2.7176 no . .
C13 H12B 3.3185 no . .
C13 H12C 2.6477 no . .
C13 H19A 3.5348 no . .
C14 H2 2.4966 no . .
C14 H4 3.3699 no . .
C14 H16A 3.2024 no . .
C14 H16B 3.1464 no . .
C14 H16C 2.5293 no . .
C14 H18A 3.1762 no . .
C14 H18B 3.2132 no . .
C14 H18C 2.5358 no . .
C15 H2 2.7684 no . .
C15 H4 2.9458 no . .
C16 H4 3.5040 no . .
C16 H14 2.5178 no . .
C17 H2 2.7454 no . .
C17 H16C 3.5380 no . .
C18 H14 2.5294 no . .
C19 H13C 3.5926 no . .
H2 H4 3.3664 no . .
H2 H14 3.4383 no . .
H4 H5A 2.3171 no . .
H4 H16A 3.1273 no . .
H5A H6 2.5274 no . .
H11A H12A 2.9744 no . .
H11A H12B 2.5186 no . .
H11A H12C 3.5480 no . .
H11A H13A 3.5876 no . .
H11A H13C 3.4896 no . .
H11B H12A 2.5046 no . .
H11B H12B 2.9468 no . .
H11B H12C 3.5377 no . .
H11B H13A 2.5844 no . .
H11B H13B 3.5820 no . .
H11B H13C 2.9554 no . .
H11C H12A 3.5491 no . .
H11C H12B 3.5548 no . .
H11C H13A 2.9378 no . .
H11C H13B 3.4803 no . .
H11C H13C 2.4088 no . .
H12A H13A 2.5522 no . .
H12A H13B 3.0120 no . .
H12A H13C 3.5804 no . .
H12B H13A 3.5684 no . .
H12B H13B 3.5334 no . .
H12C H13A 2.9098 no . .
H12C H13B 2.4756 no . .
H12C H13C 3.5280 no . .
H13B H19A 3.2153 no . .
H13C H19A 2.9566 no . .
H14 H16A 3.1901 no . .
H14 H16B 3.1503 no . .
H14 H16C 2.1220 no . .
H14 H18A 3.1428 no . .
H14 H18B 3.2186 no . .
H14 H18C 2.1262 no . .
H16C H18C 3.5220 no . .
Br1 H5A 3.2648 no . 2_546
Br1 H11B 3.4822 no . 2_646
Br1 H12A 3.4134 no . 2_646
Br1 H13A 3.0491 no . 2_646
Br1 H16B 3.2008 no . 2_547
Br1 H18A 3.0976 no . 2_547
O1 H16A 3.4304 no . 1_655
O1 H16B 2.7559 no . 1_655
O1 H19A 3.2297 no . 2_657
O1 H19B 2.7049 no . 2_657
O1 H19C 3.3358 no . 2_657
O2 H5A 3.2631 no . 2_556
O2 H16B 3.1519 no . 2_557
O2 H16C 3.1230 no . 2_557
O2 H19C 3.2710 no . 2_657
O3 H19C 3.5395 no . 2_657
O4 H11C 2.8018 no . 1_455
O4 H14 2.8330 no . 2_557
O4 H18C 2.7708 no . 2_557
O4 H19B 3.0793 no . 2_557
O5 H14 3.2520 no . 2_557
O5 H16A 3.4903 no . 2_557
O5 H16C 2.6878 no . 2_557
O5 H19A 3.4860 no . 2_657
N2 H16C 2.9582 no . 2_557
N2 H19C 3.3806 no . 2_657
C1 H16B 3.5592 no . 1_655
C4 H6 3.24(10) no . 2_556
C5 H12B 3.1512 no . 2_546
C5 H18A 3.3101 no . 1_554
C5 H6 3.54(11) no . 2_556
C6 H11B 3.4114 no . 2_646
C6 H12B 3.4831 no . 2_546
C6 H12C 3.5977 no . 2_546
C6 H18A 3.4430 no . 2_547
C7 H11B 3.4623 no . 2_646
C7 H18A 3.4762 no . 2_547
C9 H16C 3.3385 no . 2_557
C9 H19C 3.1278 no . 2_657
C11 H18B 3.3399 no . 2_657
C11 H18C 3.4838 no . 2_657
C12 H5A 3.4392 no . 2_556
C12 H18B 3.3070 no . 1_554
C13 H12A 3.5785 no . 2_646
C13 H12B 3.5034 no . 2_646
C13 H16A 3.1102 no . 1_655
C15 H11C 3.4171 no . 1_455
C15 H19B 3.3032 no . 2_557
C16 H2 3.1967 no . 2_547
C16 H11C 3.4290 no . 1_455
C16 H13C 3.1258 no . 1_455
C16 H19A 3.4123 no . 1_455
C16 H19B 3.0195 no . 2_557
C16 H19C 3.1493 no . 1_455
C18 H11A 3.5822 no . 2_647
C18 H12C 3.2418 no . 1_556
C19 H16A 3.3659 no . 1_655
C19 H16B 3.5618 no . 1_655
C19 H16B 3.2044 no . 2_547
C19 H16C 3.5426 no . 1_655
H2 C16 3.1967 no . 2_557
H2 H14 2.8946 no . 2_557
H2 H16B 3.4465 no . 2_557
H2 H16C 2.2708 no . 2_557
H2 H18C 3.1976 no . 2_557
H2 H19C 3.4187 no . 2_657
H4 H11B 3.5184 no . 1_455
H4 H11C 3.3081 no . 1_455
H4 H13A 3.5694 no . 1_455
H4 H13C 3.3806 no . 1_455
H4 H6 2.6761 no . 2_556
H5A Br1 3.2648 no . 2_556
H5A O2 3.2631 no . 2_546
H5A C12 3.4392 no . 2_546
H5A H12B 2.5834 no . 2_546
H5A H12C 3.5669 no . 2_546
H5A H13A 3.1994 no . 1_455
H5A H18A 2.8941 no . 1_554
H5A H6 3.2279 no . 2_556
H11A C18 3.5822 no . 2_657
H11A H13A 3.2564 no . 2_656
H11A H13B 3.3508 no . 2_656
H11A H18B 2.8912 no . 2_657
H11A H18C 3.3978 no . 2_657
H11A H19C 3.4613 no . 2_657
H11B Br1 3.4822 no . 2_656
H11B C6 3.4114 no . 2_656
H11B C7 3.4623 no . 2_656
H11B H4 3.5184 no . 1_655
H11B H13B 3.0603 no . 2_656
H11B H18B 3.2455 no . 2_657
H11B H18C 3.4050 no . 2_657
H11B H6 3.0816 no . 2_656
H11C O4 2.8018 no . 1_655
H11C C15 3.4171 no . 1_655
H11C C16 3.4290 no . 1_655
H11C H4 3.3081 no . 1_655
H11C H16A 2.8290 no . 1_655
H11C H18B 3.3446 no . 2_657
H11C H18C 3.0835 no . 2_657
H11C H19B 3.5704 no . 2_657
H11C H19C 3.3670 no . 2_657
H12A Br1 3.4134 no . 2_656
H12A C13 3.5785 no . 2_656
H12A H13A 3.4737 no . 2_656
H12A H13B 3.1767 no . 2_656
H12A H13C 3.5094 no . 2_656
H12A H18B 3.0718 no . 1_554
H12A H19A 3.2442 no . 2_656
H12B C5 3.1512 no . 2_556
H12B C6 3.4831 no . 2_556
H12B C13 3.5034 no . 2_656
H12B H5A 2.5834 no . 2_556
H12B H13A 2.9934 no . 2_656
H12B H13B 3.4220 no . 2_656
H12B H13C 3.5500 no . 2_656
H12B H6 3.3333 no . 2_556
H12C C6 3.5977 no . 2_556
H12C C18 3.2418 no . 1_554
H12C H5A 3.5669 no . 2_556
H12C H18A 2.9622 no . 1_554
H12C H18B 2.6711 no . 1_554
H12C H6 3.1511 no . 2_556
H13A Br1 3.0491 no . 2_656
H13A H4 3.5694 no . 1_655
H13A H5A 3.1994 no . 1_655
H13A H11A 3.2564 no . 2_646
H13A H12A 3.4737 no . 2_646
H13A H12B 2.9934 no . 2_646
H13A H16A 3.5955 no . 1_655
H13B H11A 3.3508 no . 2_646
H13B H11B 3.0603 no . 2_646
H13B H12A 3.1767 no . 2_646
H13B H12B 3.4220 no . 2_646
H13C C16 3.1258 no . 1_655
H13C H4 3.3806 no . 1_655
H13C H12A 3.5094 no . 2_646
H13C H12B 3.5500 no . 2_646
H13C H16A 2.1676 no . 1_655
H13C H16B 3.5250 no . 1_655
H13C H16C 3.5961 no . 1_655
H14 O4 2.8330 no . 2_547
H14 O5 3.2520 no . 2_547
H14 H2 2.8946 no . 2_547
H16A O1 3.4304 no . 1_455
H16A O5 3.4903 no . 2_547
H16A C13 3.1102 no . 1_455
H16A C19 3.3659 no . 1_455
H16A H11C 2.8290 no . 1_455
H16A H13A 3.5955 no . 1_455
H16A H13C 2.1676 no . 1_455
H16A H19A 2.9365 no . 1_455
H16A H19B 3.3022 no . 2_557
H16A H19C 3.0649 no . 1_455
H16B Br1 3.2008 no . 2_557
H16B O1 2.7559 no . 1_455
H16B O2 3.1519 no . 2_547
H16B C1 3.5592 no . 1_455
H16B C19 3.5618 no . 1_455
H16B C19 3.2044 no . 2_557
H16B H2 3.4465 no . 2_547
H16B H13C 3.5250 no . 1_455
H16B H19A 3.5343 no . 1_455
H16B H19B 2.2505 no . 2_557
H16B H19C 2.8895 no . 1_455
H16B H19C 3.5947 no . 2_557
H16C O2 3.1230 no . 2_547
H16C O5 2.6878 no . 2_547
H16C N2 2.9582 no . 2_547
H16C C9 3.3385 no . 2_547
H16C C19 3.5426 no . 1_455
H16C H2 2.2708 no . 2_547
H16C H13C 3.5961 no . 1_455
H16C H19A 3.2362 no . 1_455
H16C H19C 2.9604 no . 1_455
H18A Br1 3.0976 no . 2_557
H18A C5 3.3101 no . 1_556
H18A C6 3.4430 no . 2_557
H18A C7 3.4762 no . 2_557
H18A H5A 2.8941 no . 1_556
H18A H12C 2.9622 no . 1_556
H18A H6 3.1083 no . 2_557
H18B C11 3.3399 no . 2_647
H18B C12 3.3070 no . 1_556
H18B H11A 2.8912 no . 2_647
H18B H11B 3.2455 no . 2_647
H18B H11C 3.3446 no . 2_647
H18B H12A 3.0718 no . 1_556
H18B H12C 2.6711 no . 1_556
H18C O4 2.7708 no . 2_547
H18C C11 3.4838 no . 2_647
H18C H2 3.1976 no . 2_547
H18C H11A 3.3978 no . 2_647
H18C H11B 3.4050 no . 2_647
H18C H11C 3.0835 no . 2_647
H19A O1 3.2297 no . 2_647
H19A O5 3.4860 no . 2_647
H19A C16 3.4123 no . 1_655
H19A H12A 3.2442 no . 2_646
H19A H16A 2.9365 no . 1_655
H19A H16B 3.5343 no . 1_655
H19A H16C 3.2362 no . 1_655
H19B O1 2.7049 no . 2_647
H19B O4 3.0793 no . 2_547
H19B C15 3.3032 no . 2_547
H19B C16 3.0195 no . 2_547
H19B H11C 3.5704 no . 2_647
H19B H16A 3.3022 no . 2_547
H19B H16B 2.2505 no . 2_547
H19C O1 3.3358 no . 2_647
H19C O2 3.2710 no . 2_647
H19C O3 3.5395 no . 2_647
H19C N2 3.3806 no . 2_647
H19C C9 3.1278 no . 2_647
H19C C16 3.1493 no . 1_655
H19C H2 3.4187 no . 2_647
H19C H11A 3.4613 no . 2_647
H19C H11C 3.3670 no . 2_647
H19C H16A 3.0649 no . 1_655
H19C H16B 2.8895 no . 1_655
H19C H16B 3.5947 no . 2_547
H19C H16C 2.9604 no . 1_655
H6 C4 3.24(10) no . 2_546
H6 C5 3.54(11) no . 2_546
H6 H4 2.6761 no . 2_546
H6 H5A 3.2279 no . 2_546
H6 H11B 3.0816 no . 2_646
H6 H12B 3.3333 no . 2_546
H6 H12C 3.1511 no . 2_546
H6 H18A 3.1083 no . 2_547

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 O4 . . . 2.856(6) 0.860 2.383 115.1 no
N2 H2 O5 . . . 2.928(7) 0.860 2.390 121.1 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
'tert-butyl (7-bromo-3-(2,4-dioxopentan-3-yl)-1-methyl-2-oxoindolin-3-yl)carbamate'
_chemical_name_common            7-Br
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane'
