# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_brochin_0m
_database_code_depnum_ccdc_archive 'CCDC 1057075'
_audit_update_record             
;
2015-03-30 deposited with the CCDC.
2015-07-21 downloaded from the CCDC.
;

_audit_creation_date             2015-03-30T17:21:34-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
'6-Bromo-2-(hydroxy-phenyl-methyl)-2H-quinoline-1-carboxylic acid ethyl ester'
_chemical_formula_moiety         'C20 H20 Br N O3'
_chemical_formula_sum            'C20 H20 Br N O3'
_chemical_formula_weight         402.28
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.3126(8)
_cell_length_b                   9.6321(13)
_cell_length_c                   18.149(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.117(9)
_cell_angle_gamma                90
_cell_volume                     928.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5830
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      20.38

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       'Fragment like arrow pin'
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.217
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.088
_exptl_crystal_density_diffrn    1.44
_exptl_crystal_F_000             412

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    2.233
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_correction_T_min  0.6647
_exptl_absorpt_correction_T_max  0.7456
_shelx_estimated_absorpt_T_min   0.643
_shelx_estimated_absorpt_T_max   0.828

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_unetI/netI     0.048
_diffrn_reflns_number            17344
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.838
_diffrn_reflns_theta_max         27.828
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_coverage         0.893
_reflns_number_total             4346
_reflns_number_gt                3585
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0234P)²+0.2178P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4346
_refine_ls_number_parameters     230
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0771
_refine_ls_wR_factor_gt          0.0718
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.019(11)
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.041

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'

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 -0.52434(10) 0.24555(5) 0.15173(3) 0.0801(2) Uani 1 1 d . . . . .
C1 C -0.3426(8) 0.4113(4) 0.1725(2) 0.0509(10) Uani 1 1 d . . . . .
C2 C -0.4105(7) 0.5336(4) 0.1375(2) 0.0454(8) Uani 1 1 d . . . . .
H2 H -0.5494 0.5364 0.1048 0.054 Uiso 1 1 calc R U . . .
C3 C -0.2691(6) 0.6517(4) 0.15169(17) 0.0386(7) Uani 1 1 d . . . . .
H3 H -0.3133 0.7349 0.1286 0.046 Uiso 1 1 calc R U . . .
C4 C -0.0620(6) 0.6465(3) 0.20012(16) 0.0336(6) Uani 1 1 d . . . . .
N1 N 0.0973(5) 0.7632(3) 0.21375(13) 0.0348(6) Uani 1 1 d . . . . .
C5 C 0.2026(6) 0.7823(3) 0.28976(17) 0.0370(7) Uani 1 1 d . . . . .
H5 H 0.3471 0.8453 0.2876 0.044 Uiso 1 1 calc R U . . .
C6 C 0.2962(7) 0.6451(4) 0.31878(19) 0.0468(8) Uani 1 1 d . . . . .
H6 H 0.4246 0.6438 0.355 0.056 Uiso 1 1 calc R U . . .
C7 C 0.2023(7) 0.5269(4) 0.2945(2) 0.0488(9) Uani 1 1 d . . . . .
H7 H 0.2667 0.4437 0.3132 0.059 Uiso 1 1 calc R U . . .
C8 C -0.0027(7) 0.5246(3) 0.23844(18) 0.0399(7) Uani 1 1 d . . . . .
C9 C -0.1447(8) 0.4058(4) 0.2235(2) 0.0491(9) Uani 1 1 d . . . . .
H9 H -0.106 0.3231 0.2478 0.059 Uiso 1 1 calc R U . . .
C10 C 0.1831(7) 0.8478(3) 0.16025(18) 0.0369(7) Uani 1 1 d . . . . .
O1 O 0.3067(5) 0.9511(3) 0.17293(15) 0.0540(7) Uani 1 1 d . . . . .
O2 O 0.1219(5) 0.8033(2) 0.09261(12) 0.0482(6) Uani 1 1 d . . . . .
C11 C 0.1685(8) 0.8990(5) 0.0325(2) 0.0563(10) Uani 1 1 d . . . . .
H11A H 0.1642 0.8488 -0.0139 0.068 Uiso 1 1 calc R U . A 1
H11B H 0.3345 0.9399 0.0396 0.068 Uiso 1 1 calc R U . A 1
C12A C -0.0323(19) 1.0149(17) 0.0294(8) 0.069(4) Uiso 0.58(4) 1 d . . P B 1
H12A H -0.1964 0.9744 0.0219 0.103 Uiso 0.58(4) 1 calc R U P B 1
H12B H 0.0001 1.0768 -0.0106 0.103 Uiso 0.58(4) 1 calc R U P B 1
H12C H -0.0256 1.0657 0.0749 0.103 Uiso 0.58(4) 1 calc R U P B 1
C12B C -0.056(3) 0.962(3) 0.0072(12) 0.077(6) Uiso 0.42(4) 1 d . . P B 2
H12D H -0.175 0.8921 -0.008 0.115 Uiso 0.42(4) 1 calc R U P B 2
H12E H -0.0222 1.0214 -0.0338 0.115 Uiso 0.42(4) 1 calc R U P B 2
H12F H -0.1232 1.0165 0.0462 0.115 Uiso 0.42(4) 1 calc R U P B 2
C13 C 0.0069(6) 0.8494(4) 0.33957(17) 0.0411(7) Uani 1 1 d . . . . .
H13 H -0.1384 0.7867 0.3392 0.049 Uiso 1 1 calc R U . . .
C14 C -0.0893(8) 0.9891(4) 0.3086(2) 0.0547(10) Uani 1 1 d . . . . .
H14A H -0.174 0.9727 0.2611 0.066 Uiso 1 1 calc R U . . .
H14B H -0.213 1.026 0.3414 0.066 Uiso 1 1 calc R U . . .
O3 O 0.0990(7) 1.0892(3) 0.29976(16) 0.0652(8) Uani 1 1 d . . . . .
H3A H 0.1798 1.07 0.2635 0.098 Uiso 1 1 calc R U . . .
C15 C 0.1062(7) 0.8573(4) 0.41875(18) 0.0447(8) Uani 1 1 d . . . . .
C16 C 0.3115(8) 0.9403(5) 0.4395(2) 0.0610(11) Uani 1 1 d . . . . .
H16 H 0.3885 0.9941 0.4043 0.073 Uiso 1 1 calc R U . . .
C17 C 0.4019(9) 0.9435(6) 0.5119(3) 0.0766(14) Uani 1 1 d . . . . .
H17 H 0.5404 0.9986 0.5248 0.092 Uiso 1 1 calc R U . . .
C18 C 0.2901(11) 0.8666(7) 0.5645(3) 0.0829(16) Uani 1 1 d . . . . .
H18 H 0.3521 0.869 0.6131 0.1 Uiso 1 1 calc R U . . .
C19 C 0.0862(11) 0.7860(6) 0.5455(2) 0.0824(17) Uani 1 1 d . . . . .
H19 H 0.0075 0.7345 0.5813 0.099 Uiso 1 1 calc R U . . .
C20 C -0.0034(9) 0.7809(5) 0.4729(2) 0.0612(12) Uani 1 1 d . . . . .
H20 H -0.1408 0.7246 0.4605 0.073 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C1 1.897(3) . ?
C1 C9 1.375(6) . ?
C1 C2 1.380(6) . ?
C2 C3 1.383(5) . ?
C2 H2 0.93 . ?
C3 C4 1.383(4) . ?
C3 H3 0.93 . ?
C4 C8 1.394(4) . ?
C4 N1 1.423(4) . ?
N1 C10 1.359(4) . ?
N1 C5 1.481(4) . ?
C5 C6 1.501(5) . ?
C5 C13 1.544(5) . ?
C5 H5 0.98 . ?
C6 C7 1.313(6) . ?
C6 H6 0.93 . ?
C7 C8 1.463(5) . ?
C7 H7 0.93 . ?
C8 C9 1.392(5) . ?
C9 H9 0.93 . ?
C10 O1 1.210(4) . ?
C10 O2 1.329(4) . ?
O2 C11 1.457(4) . ?
C11 C12B 1.399(14) . ?
C11 C12A 1.544(12) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
C12A H12A 0.96 . ?
C12A H12B 0.96 . ?
C12A H12C 0.96 . ?
C12B H12D 0.96 . ?
C12B H12E 0.96 . ?
C12B H12F 0.96 . ?
C13 C15 1.514(5) . ?
C13 C14 1.539(5) . ?
C13 H13 0.98 . ?
C14 O3 1.403(5) . ?
C14 H14A 0.97 . ?
C14 H14B 0.97 . ?
O3 H3A 0.82 . ?
C15 C20 1.375(5) . ?
C15 C16 1.392(5) . ?
C16 C17 1.382(6) . ?
C16 H16 0.93 . ?
C17 C18 1.362(8) . ?
C17 H17 0.93 . ?
C18 C19 1.367(8) . ?
C18 H18 0.93 . ?
C19 C20 1.384(6) . ?
C19 H19 0.93 . ?
C20 H20 0.93 . ?

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
C9 C1 C2 121.5(3) . . ?
C9 C1 Br1 118.2(3) . . ?
C2 C1 Br1 120.3(3) . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C8 120.5(3) . . ?
C3 C4 N1 122.4(3) . . ?
C8 C4 N1 117.1(3) . . ?
C10 N1 C4 124.2(2) . . ?
C10 N1 C5 117.7(3) . . ?
C4 N1 C5 117.5(2) . . ?
N1 C5 C6 109.0(3) . . ?
N1 C5 C13 111.0(3) . . ?
C6 C5 C13 112.6(3) . . ?
N1 C5 H5 108 . . ?
C6 C5 H5 108 . . ?
C13 C5 H5 108 . . ?
C7 C6 C5 122.0(3) . . ?
C7 C6 H6 119 . . ?
C5 C6 H6 119 . . ?
C6 C7 C8 120.7(3) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C4 118.9(3) . . ?
C9 C8 C7 122.1(3) . . ?
C4 C8 C7 118.9(3) . . ?
C1 C9 C8 119.6(3) . . ?
C1 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
O1 C10 O2 123.6(3) . . ?
O1 C10 N1 123.5(3) . . ?
O2 C10 N1 112.9(3) . . ?
C10 O2 C11 116.4(3) . . ?
C12B C11 O2 110.8(7) . . ?
O2 C11 C12A 110.4(5) . . ?
O2 C11 H11A 109.6 . . ?
C12A C11 H11A 109.6 . . ?
O2 C11 H11B 109.6 . . ?
C12A C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C11 C12A H12A 109.5 . . ?
C11 C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C11 C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C11 C12B H12D 109.5 . . ?
C11 C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C11 C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C15 C13 C14 113.7(3) . . ?
C15 C13 C5 111.0(3) . . ?
C14 C13 C5 111.9(3) . . ?
C15 C13 H13 106.6 . . ?
C14 C13 H13 106.6 . . ?
C5 C13 H13 106.6 . . ?
O3 C14 C13 114.5(3) . . ?
O3 C14 H14A 108.6 . . ?
C13 C14 H14A 108.6 . . ?
O3 C14 H14B 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C14 O3 H3A 109.5 . . ?
C20 C15 C16 117.5(3) . . ?
C20 C15 C13 120.6(3) . . ?
C16 C15 C13 121.9(3) . . ?
C17 C16 C15 120.8(4) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C18 C17 C16 120.6(5) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 119.6(4) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 120.1(5) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 121.4(4) . . ?
C15 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?

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 C1 C2 C3 2.9(5) . . . . ?
Br1 C1 C2 C3 -177.6(3) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C8 -3.9(5) . . . . ?
C2 C3 C4 N1 176.7(3) . . . . ?
C3 C4 N1 C10 -44.6(5) . . . . ?
C8 C4 N1 C10 135.9(3) . . . . ?
C3 C4 N1 C5 143.8(3) . . . . ?
C8 C4 N1 C5 -35.7(4) . . . . ?
C10 N1 C5 C6 -127.7(3) . . . . ?
C4 N1 C5 C6 44.5(4) . . . . ?
C10 N1 C5 C13 107.7(3) . . . . ?
C4 N1 C5 C13 -80.1(3) . . . . ?
N1 C5 C6 C7 -26.3(5) . . . . ?
C13 C5 C6 C7 97.3(4) . . . . ?
C5 C6 C7 C8 -1.0(6) . . . . ?
C3 C4 C8 C9 4.3(5) . . . . ?
N1 C4 C8 C9 -176.2(3) . . . . ?
C3 C4 C8 C7 -174.0(3) . . . . ?
N1 C4 C8 C7 5.5(4) . . . . ?
C6 C7 C8 C9 -165.1(4) . . . . ?
C6 C7 C8 C4 13.1(5) . . . . ?
C2 C1 C9 C8 -2.4(6) . . . . ?
Br1 C1 C9 C8 178.1(3) . . . . ?
C4 C8 C9 C1 -1.2(5) . . . . ?
C7 C8 C9 C1 177.1(3) . . . . ?
C4 N1 C10 O1 175.7(3) . . . . ?
C5 N1 C10 O1 -12.7(5) . . . . ?
C4 N1 C10 O2 -5.8(5) . . . . ?
C5 N1 C10 O2 165.8(3) . . . . ?
O1 C10 O2 C11 -11.5(5) . . . . ?
N1 C10 O2 C11 169.9(3) . . . . ?
C10 O2 C11 C12B -102.4(13) . . . . ?
C10 O2 C11 C12A -75.5(8) . . . . ?
N1 C5 C13 C15 175.0(3) . . . . ?
C6 C5 C13 C15 52.4(4) . . . . ?
N1 C5 C13 C14 -56.8(4) . . . . ?
C6 C5 C13 C14 -179.3(3) . . . . ?
C15 C13 C14 O3 67.5(4) . . . . ?
C5 C13 C14 O3 -59.2(4) . . . . ?
C14 C13 C15 C20 118.9(4) . . . . ?
C5 C13 C15 C20 -113.8(4) . . . . ?
C14 C13 C15 C16 -61.7(5) . . . . ?
C5 C13 C15 C16 65.6(5) . . . . ?
C20 C15 C16 C17 0.8(7) . . . . ?
C13 C15 C16 C17 -178.6(4) . . . . ?
C15 C16 C17 C18 -0.7(8) . . . . ?
C16 C17 C18 C19 -0.2(8) . . . . ?
C17 C18 C19 C20 1.0(8) . . . . ?
C16 C15 C20 C19 0.0(7) . . . . ?
C13 C15 C20 C19 179.5(4) . . . . ?
C18 C19 C20 C15 -0.9(8) . . . . ?

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
O3 H3A Br1 0.82 3.11 3.727(3) 133.9 1_665
O3 H3A O1 0.82 2.13 2.911(4) 158.3 .
C9 H9 O3 0.93 2.66 3.572(5) 166.9 1_545
O3 H3A Br1 0.82 3.11 3.727(3) 133.9 1_665
O3 H3A O1 0.82 2.13 2.911(4) 158.3 .

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
