#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/08/2230846.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2230846
loop_
_publ_author_name
'Fun, Hoong-Kun'
'Arshad, Suhana'
'Garudachari, B.'
'Isloor, Arun M.'
'Satyanarayan, M. N.'
_publ_section_title
;
 2-(4-Bromophenyl)-2-oxoethyl 4-bromobenzoate
;
_journal_coeditor_code           RZ2603
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1582
_journal_page_last               o1583
_journal_paper_doi               10.1107/S1600536811020654
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C15 H10 Br2 O3'
_chemical_formula_moiety         'C15 H10 Br2 O3'
_chemical_formula_sum            'C15 H10 Br2 O3'
_chemical_formula_weight         398.05
_chemical_name_systematic
;
2-(4-Bromophenyl)-2-oxoethyl 4-bromobenzoate
;
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.8020(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            6
_cell_length_a                   11.0483(3)
_cell_length_b                   5.90790(10)
_cell_length_c                   33.8550(8)
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      33.46
_cell_measurement_theta_min      2.54
_cell_volume                     2091.87(8)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(10)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
;
Bruker SMART APEXII CCD area-detector
;
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_sigmaI/netI    0.0766
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            43017
_diffrn_reflns_theta_full        35.11
_diffrn_reflns_theta_max         35.11
_diffrn_reflns_theta_min         1.27
_exptl_absorpt_coefficient_mu    5.816
_exptl_absorpt_correction_T_max  0.8093
_exptl_absorpt_correction_T_min  0.1028
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1164
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.387
_refine_diff_density_min         -1.130
_refine_ls_abs_structure_details 'Flack (1983), 6614 Friedel pairs'
_refine_ls_abs_structure_Flack   0.128(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     542
_refine_ls_number_reflns         15850
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0764P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1395
_reflns_number_gt                11608
_reflns_number_total             15850
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2603.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P c'
_cod_database_code               2230846
_cod_database_fobs_code          2230846
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1A 0.18159(5) 0.60252(8) -0.036383(16) 0.02639(11) Uani d . 1 1 . .
Br Br2A 0.82436(5) 1.43958(8) 0.402087(16) 0.02523(11) Uani d . 1 1 . .
O O1A 0.5680(3) 0.9675(6) 0.21033(11) 0.0223(7) Uani d . 1 1 . .
O O2A 0.5031(4) 1.1995(6) 0.13989(11) 0.0278(8) Uani d . 1 1 . .
O O3A 0.5118(4) 0.6926(6) 0.24696(11) 0.0259(7) Uani d . 1 1 . .
C C1A 0.3424(5) 0.6872(7) 0.09101(15) 0.0199(9) Uani d . 1 1 . .
H H1AA 0.3506 0.5992 0.1152 0.024 Uiso calc R 1 1 . .
C C2A 0.2759(5) 0.6015(7) 0.05192(15) 0.0188(9) Uani d . 1 1 . .
H H2AA 0.2362 0.4572 0.0493 0.023 Uiso calc R 1 1 . .
C C3A 0.2679(5) 0.7291(8) 0.01649(15) 0.0197(9) Uani d . 1 1 . .
C C4A 0.3201(5) 0.9442(8) 0.01975(17) 0.0235(10) Uani d . 1 1 . .
H H4AA 0.3104 1.0329 -0.0045 0.028 Uiso calc R 1 1 . .
C C5A 0.3873(5) 1.0282(8) 0.05928(17) 0.0216(9) Uani d . 1 1 . .
H H5AA 0.4265 1.1730 0.0619 0.026 Uiso calc R 1 1 . .
C C6A 0.3973(4) 0.9012(7) 0.09495(15) 0.0175(8) Uani d . 1 1 . .
C C7A 0.4720(4) 1.0006(8) 0.13636(15) 0.0185(8) Uani d . 1 1 . .
C C8A 0.5071(5) 0.8420(7) 0.17317(14) 0.0196(8) Uani d . 1 1 . .
H H8AA 0.4292 0.7676 0.1753 0.024 Uiso calc R 1 1 . .
H H8AB 0.5656 0.7232 0.1694 0.024 Uiso calc R 1 1 . .
C C9A 0.5619(4) 0.8729(7) 0.24557(14) 0.0167(8) Uani d . 1 1 . .
C C10A 0.6243(4) 1.0141(7) 0.28312(14) 0.0162(8) Uani d . 1 1 . .
C C11A 0.6732(4) 1.2286(7) 0.27958(14) 0.0172(8) Uani d . 1 1 . .
H H11A 0.6661 1.2880 0.2528 0.021 Uiso calc R 1 1 . .
C C12A 0.7326(5) 1.3554(8) 0.31541(16) 0.0207(9) Uani d . 1 1 . .
H H12A 0.7660 1.5015 0.3134 0.025 Uiso calc R 1 1 . .
C C13A 0.7417(5) 1.2645(7) 0.35375(15) 0.0195(9) Uani d . 1 1 . .
C C14A 0.6945(5) 1.0528(8) 0.35786(15) 0.0210(9) Uani d . 1 1 . .
H H14A 0.7026 0.9935 0.3847 0.025 Uiso calc R 1 1 . .
C C15A 0.6352(5) 0.9284(7) 0.32225(15) 0.0201(9) Uani d . 1 1 . .
H H15A 0.6016 0.7829 0.3246 0.024 Uiso calc R 1 1 . .
Br Br1B 0.53003(5) 0.07466(9) -0.054856(16) 0.02998(12) Uani d . 1 1 . .
Br Br2B 1.07283(4) 0.92900(7) 0.388119(15) 0.02288(10) Uani d . 1 1 . .
O O1B 0.8378(3) 0.4512(5) 0.19518(10) 0.0210(7) Uani d . 1 1 . .
O O2B 0.7000(3) 0.6665(5) 0.12859(11) 0.0227(7) Uani d . 1 1 . .
O O3B 0.9667(4) 0.1658(6) 0.22740(11) 0.0265(7) Uani d . 1 1 . .
C C1B 0.5978(5) 0.4985(8) 0.04755(16) 0.0208(9) Uani d . 1 1 . .
H H1BA 0.5712 0.6439 0.0535 0.025 Uiso calc R 1 1 . .
C C2B 0.5533(5) 0.4158(7) 0.00704(15) 0.0214(9) Uani d . 1 1 . .
H H2BA 0.4975 0.5033 -0.0149 0.026 Uiso calc R 1 1 . .
C C3B 0.5927(5) 0.2018(8) -0.00054(14) 0.0205(9) Uani d . 1 1 . .
C C4B 0.6760(5) 0.0715(7) 0.03099(16) 0.0208(9) Uani d . 1 1 . .
H H4BA 0.7024 -0.0737 0.0249 0.025 Uiso calc R 1 1 . .
C C5B 0.7197(4) 0.1557(8) 0.07135(15) 0.0192(8) Uani d . 1 1 . .
H H5BA 0.7757 0.0680 0.0932 0.023 Uiso calc R 1 1 . .
C C6B 0.6808(4) 0.3716(7) 0.07970(15) 0.0177(8) Uani d . 1 1 . .
C C7B 0.7254(4) 0.4719(7) 0.12233(14) 0.0171(8) Uani d . 1 1 . .
C C8B 0.8037(5) 0.3228(8) 0.15763(14) 0.0210(9) Uani d . 1 1 . .
H H8BA 0.7533 0.1884 0.1602 0.025 Uiso calc R 1 1 . .
H H8BB 0.8817 0.2704 0.1520 0.025 Uiso calc R 1 1 . .
C C9B 0.9212(4) 0.3521(7) 0.22846(13) 0.0169(8) Uani d . 1 1 . .
C C10B 0.9545(4) 0.4987(8) 0.26645(15) 0.0179(8) Uani d . 1 1 . .
C C11B 1.0415(5) 0.4121(7) 0.30300(15) 0.0187(9) Uani d . 1 1 . .
H H11B 1.0774 0.2661 0.3028 0.022 Uiso calc R 1 1 . .
C C12B 1.0756(5) 0.5370(8) 0.33938(16) 0.0205(9) Uani d . 1 1 . .
H H12B 1.1340 0.4776 0.3644 0.025 Uiso calc R 1 1 . .
C C13B 1.0231(5) 0.7509(7) 0.33885(14) 0.0177(8) Uani d . 1 1 . .
C C14B 0.9370(4) 0.8397(7) 0.30301(14) 0.0160(8) Uani d . 1 1 . .
H H14B 0.9018 0.9861 0.3033 0.019 Uiso calc R 1 1 . .
C C15B 0.9024(4) 0.7123(7) 0.26641(14) 0.0179(8) Uani d . 1 1 . .
H H15B 0.8435 0.7715 0.2415 0.021 Uiso calc R 1 1 . .
Br Br1C 0.43511(5) 1.43292(8) 0.377352(16) 0.02489(11) Uani d . 1 1 . .
Br Br2C -0.05174(5) 0.07320(8) -0.018770(15) 0.02514(11) Uani d . 1 1 . .
O O1C 0.1123(4) 0.5932(5) 0.17085(11) 0.0219(7) Uani d . 1 1 . .
O O2C 0.2506(3) 0.9773(6) 0.18127(11) 0.0228(7) Uani d . 1 1 . .
O O3C -0.0252(3) 0.8552(6) 0.13377(11) 0.0226(7) Uani d . 1 1 . .
C C1C 0.3297(4) 1.2443(7) 0.25390(15) 0.0195(8) Uani d . 1 1 . .
H H1CA 0.3358 1.3074 0.2288 0.023 Uiso calc R 1 1 . .
C C2C 0.3796(5) 1.3622(8) 0.29096(17) 0.0222(9) Uani d . 1 1 . .
H H2CA 0.4201 1.5046 0.2916 0.027 Uiso calc R 1 1 . .
C C3C 0.3688(4) 1.2664(7) 0.32701(15) 0.0184(8) Uani d . 1 1 . .
C C4C 0.3121(5) 1.0557(7) 0.32713(16) 0.0206(9) Uani d . 1 1 . .
H H4CA 0.3079 0.9920 0.3524 0.025 Uiso calc R 1 1 . .
C C5C 0.2617(5) 0.9405(7) 0.28960(15) 0.0185(8) Uani d . 1 1 . .
H H5CA 0.2213 0.7980 0.2890 0.022 Uiso calc R 1 1 . .
C C6C 0.2706(4) 1.0347(7) 0.25272(15) 0.0177(8) Uani d . 1 1 . .
C C7C 0.2193(4) 0.9178(7) 0.21081(14) 0.0178(8) Uani d . 1 1 . .
C C8C 0.1289(5) 0.7231(7) 0.20783(14) 0.0213(9) Uani d . 1 1 . .
H H8CA 0.1628 0.6243 0.2326 0.026 Uiso calc R 1 1 . .
H H8CB 0.0449 0.7822 0.2077 0.026 Uiso calc R 1 1 . .
C C9C 0.0324(4) 0.6806(7) 0.13537(13) 0.0180(8) Uani d . 1 1 . .
C C10C 0.0191(4) 0.5316(7) 0.09875(14) 0.0163(8) Uani d . 1 1 . .
C C11C -0.0566(5) 0.6070(7) 0.05980(15) 0.0189(9) Uani d . 1 1 . .
H H11C -0.0946 0.7528 0.0572 0.023 Uiso calc R 1 1 . .
C C12C -0.0778(5) 0.4725(8) 0.02446(15) 0.0210(9) Uani d . 1 1 . .
H H12C -0.1305 0.5242 -0.0021 0.025 Uiso calc R 1 1 . .
C C13C -0.0203(5) 0.2613(7) 0.02892(15) 0.0209(9) Uani d . 1 1 . .
C C14C 0.0574(5) 0.1815(7) 0.06756(14) 0.0188(8) Uani d . 1 1 . .
H H14C 0.0963 0.0365 0.0700 0.023 Uiso calc R 1 1 . .
C C15C 0.0765(4) 0.3188(7) 0.10221(15) 0.0185(9) Uani d . 1 1 . .
H H15C 0.1294 0.2673 0.1287 0.022 Uiso calc R 1 1 . .
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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C9A O1A C8A . . 115.1(4) ?
C2A C1A C6A . . 120.3(4) ?
C2A C1A H1AA . . 119.9 ?
C6A C1A H1AA . . 119.9 ?
C1A C2A C3A . . 119.4(4) ?
C1A C2A H2AA . . 120.3 ?
C3A C2A H2AA . . 120.3 ?
C4A C3A C2A . . 121.2(4) ?
C4A C3A Br1A . . 120.6(4) ?
C2A C3A Br1A . . 118.2(3) ?
C3A C4A C5A . . 118.8(4) ?
C3A C4A H4AA . . 120.6 ?
C5A C4A H4AA . . 120.6 ?
C6A C5A C4A . . 120.5(4) ?
C6A C5A H5AA . . 119.7 ?
C4A C5A H5AA . . 119.7 ?
C1A C6A C5A . . 119.7(4) ?
C1A C6A C7A . . 122.5(4) ?
C5A C6A C7A . . 117.7(4) ?
O2A C7A C6A . . 121.5(4) ?
O2A C7A C8A . . 121.9(4) ?
C6A C7A C8A . . 116.6(4) ?
O1A C8A C7A . . 109.2(4) ?
O1A C8A H8AA . . 109.8 ?
C7A C8A H8AA . . 109.8 ?
O1A C8A H8AB . . 109.8 ?
C7A C8A H8AB . . 109.8 ?
H8AA C8A H8AB . . 108.3 ?
O3A C9A O1A . . 123.9(4) ?
O3A C9A C10A . . 123.5(4) ?
O1A C9A C10A . . 112.6(4) ?
C15A C10A C11A . . 119.7(4) ?
C15A C10A C9A . . 119.0(4) ?
C11A C10A C9A . . 121.3(4) ?
C12A C11A C10A . . 119.9(4) ?
C12A C11A H11A . . 120.1 ?
C10A C11A H11A . . 120.1 ?
C13A C12A C11A . . 118.7(4) ?
C13A C12A H12A . . 120.6 ?
C11A C12A H12A . . 120.6 ?
C12A C13A C14A . . 122.2(5) ?
C12A C13A Br2A . . 117.9(4) ?
C14A C13A Br2A . . 119.9(4) ?
C13A C14A C15A . . 118.8(4) ?
C13A C14A H14A . . 120.6 ?
C15A C14A H14A . . 120.6 ?
C14A C15A C10A . . 120.6(4) ?
C14A C15A H15A . . 119.7 ?
C10A C15A H15A . . 119.7 ?
C9B O1B C8B . . 115.5(3) ?
C2B C1B C6B . . 121.1(4) ?
C2B C1B H1BA . . 119.5 ?
C6B C1B H1BA . . 119.5 ?
C1B C2B C3B . . 118.1(4) ?
C1B C2B H2BA . . 121.0 ?
C3B C2B H2BA . . 121.0 ?
C2B C3B C4B . . 122.0(4) ?
C2B C3B Br1B . . 120.1(4) ?
C4B C3B Br1B . . 117.9(3) ?
C5B C4B C3B . . 119.4(4) ?
C5B C4B H4BA . . 120.3 ?
C3B C4B H4BA . . 120.3 ?
C4B C5B C6B . . 119.5(4) ?
C4B C5B H5BA . . 120.2 ?
C6B C5B H5BA . . 120.2 ?
C1B C6B C5B . . 119.9(4) ?
C1B C6B C7B . . 118.1(4) ?
C5B C6B C7B . . 122.0(4) ?
O2B C7B C6B . . 121.4(4) ?
O2B C7B C8B . . 121.2(4) ?
C6B C7B C8B . . 117.4(4) ?
O1B C8B C7B . . 108.3(3) ?
O1B C8B H8BA . . 110.0 ?
C7B C8B H8BA . . 110.0 ?
O1B C8B H8BB . . 110.0 ?
C7B C8B H8BB . . 110.0 ?
H8BA C8B H8BB . . 108.4 ?
O3B C9B O1B . . 123.4(4) ?
O3B C9B C10B . . 124.1(4) ?
O1B C9B C10B . . 112.5(4) ?
C15B C10B C11B . . 120.1(4) ?
C15B C10B C9B . . 122.6(4) ?
C11B C10B C9B . . 117.3(4) ?
C12B C11B C10B . . 120.4(4) ?
C12B C11B H11B . . 119.8 ?
C10B C11B H11B . . 119.8 ?
C11B C12B C13B . . 118.9(5) ?
C11B C12B H12B . . 120.6 ?
C13B C12B H12B . . 120.6 ?
C14B C13B C12B . . 121.6(4) ?
C14B C13B Br2B . . 118.9(3) ?
C12B C13B Br2B . . 119.5(4) ?
C13B C14B C15B . . 119.3(4) ?
C13B C14B H14B . . 120.3 ?
C15B C14B H14B . . 120.3 ?
C10B C15B C14B . . 119.7(4) ?
C10B C15B H15B . . 120.1 ?
C14B C15B H15B . . 120.1 ?
C9C O1C C8C . . 116.0(3) ?
C2C C1C C6C . . 121.2(4) ?
C2C C1C H1CA . . 119.4 ?
C6C C1C H1CA . . 119.4 ?
C1C C2C C3C . . 118.1(4) ?
C1C C2C H2CA . . 121.0 ?
C3C C2C H2CA . . 121.0 ?
C2C C3C C4C . . 122.3(4) ?
C2C C3C Br1C . . 117.5(3) ?
C4C C3C Br1C . . 120.2(4) ?
C5C C4C C3C . . 118.8(4) ?
C5C C4C H4CA . . 120.6 ?
C3C C4C H4CA . . 120.6 ?
C4C C5C C6C . . 119.9(4) ?
C4C C5C H5CA . . 120.0 ?
C6C C5C H5CA . . 120.0 ?
C1C C6C C5C . . 119.6(4) ?
C1C C6C C7C . . 117.5(4) ?
C5C C6C C7C . . 122.8(4) ?
O2C C7C C8C . . 121.8(4) ?
O2C C7C C6C . . 121.4(4) ?
C8C C7C C6C . . 116.8(4) ?
O1C C8C C7C . . 111.3(4) ?
O1C C8C H8CA . . 109.4 ?
C7C C8C H8CA . . 109.4 ?
O1C C8C H8CB . . 109.4 ?
C7C C8C H8CB . . 109.4 ?
H8CA C8C H8CB . . 108.0 ?
O3C C9C O1C . . 123.7(4) ?
O3C C9C C10C . . 124.1(4) ?
O1C C9C C10C . . 112.2(4) ?
C11C C10C C15C . . 119.1(4) ?
C11C C10C C9C . . 118.0(4) ?
C15C C10C C9C . . 122.9(4) ?
C10C C11C C12C . . 121.1(4) ?
C10C C11C H11C . . 119.4 ?
C12C C11C H11C . . 119.4 ?
C13C C12C C11C . . 118.4(4) ?
C13C C12C H12C . . 120.8 ?
C11C C12C H12C . . 120.8 ?
C12C C13C C14C . . 121.9(4) ?
C12C C13C Br2C . . 118.9(4) ?
C14C C13C Br2C . . 119.2(3) ?
C15C C14C C13C . . 118.4(4) ?
C15C C14C H14C . . 120.8 ?
C13C C14C H14C . . 120.8 ?
C14C C15C C10C . . 121.0(4) ?
C14C C15C H15C . . 119.5 ?
C10C C15C H15C . . 119.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1A C3A . 1.890(5) ?
Br2A C13A . 1.902(5) ?
O1A C9A . 1.339(5) ?
O1A C8A . 1.428(5) ?
O2A C7A . 1.220(6) ?
O3A C9A . 1.208(5) ?
C1A C2A . 1.386(7) ?
C1A C6A . 1.390(6) ?
C1A H1AA . 0.9500 ?
C2A C3A . 1.395(6) ?
C2A H2AA . 0.9500 ?
C3A C4A . 1.385(6) ?
C4A C5A . 1.396(7) ?
C4A H4AA . 0.9500 ?
C5A C6A . 1.396(7) ?
C5A H5AA . 0.9500 ?
C6A C7A . 1.499(7) ?
C7A C8A . 1.506(7) ?
C8A H8AA . 0.9900 ?
C8A H8AB . 0.9900 ?
C9A C10A . 1.491(6) ?
C10A C15A . 1.387(6) ?
C10A C11A . 1.398(6) ?
C11A C12A . 1.396(7) ?
C11A H11A . 0.9500 ?
C12A C13A . 1.378(7) ?
C12A H12A . 0.9500 ?
C13A C14A . 1.379(6) ?
C14A C15A . 1.384(7) ?
C14A H14A . 0.9500 ?
C15A H15A . 0.9500 ?
Br1B C3B . 1.898(5) ?
Br2B C13B . 1.898(4) ?
O1B C9B . 1.339(6) ?
O1B C8B . 1.423(5) ?
O2B C7B . 1.218(5) ?
O3B C9B . 1.215(5) ?
C1B C2B . 1.388(7) ?
C1B C6B . 1.395(6) ?
C1B H1BA . 0.9500 ?
C2B C3B . 1.388(6) ?
C2B H2BA . 0.9500 ?
C3B C4B . 1.395(7) ?
C4B C5B . 1.387(7) ?
C4B H4BA . 0.9500 ?
C5B C6B . 1.404(6) ?
C5B H5BA . 0.9500 ?
C6B C7B . 1.489(6) ?
C7B C8B . 1.512(6) ?
C8B H8BA . 0.9900 ?
C8B H8BB . 0.9900 ?
C9B C10B . 1.495(6) ?
C10B C15B . 1.386(6) ?
C10B C11B . 1.397(7) ?
C11B C12B . 1.380(7) ?
C11B H11B . 0.9500 ?
C12B C13B . 1.388(6) ?
C12B H12B . 0.9500 ?
C13B C14B . 1.381(6) ?
C14B C15B . 1.394(6) ?
C14B H14B . 0.9500 ?
C15B H15B . 0.9500 ?
Br1C C3C . 1.898(5) ?
Br2C C13C . 1.898(4) ?
O1C C9C . 1.344(5) ?
O1C C8C . 1.429(5) ?
O2C C7C . 1.211(5) ?
O3C C9C . 1.204(5) ?
C1C C2C . 1.385(7) ?
C1C C6C . 1.395(6) ?
C1C H1CA . 0.9500 ?
C2C C3C . 1.385(7) ?
C2C H2CA . 0.9500 ?
C3C C4C . 1.395(6) ?
C4C C5C . 1.390(7) ?
C4C H4CA . 0.9500 ?
C5C C6C . 1.399(6) ?
C5C H5CA . 0.9500 ?
C6C C7C . 1.514(6) ?
C7C C8C . 1.505(6) ?
C8C H8CA . 0.9900 ?
C8C H8CB . 0.9900 ?
C9C C10C . 1.489(6) ?
C10C C11C . 1.388(6) ?
C10C C15C . 1.396(6) ?
C11C C12C . 1.392(7) ?
C11C H11C . 0.9500 ?
C12C C13C . 1.386(6) ?
C12C H12C . 0.9500 ?
C13C C14C . 1.395(7) ?
C14C C15C . 1.385(6) ?
C14C H14C . 0.9500 ?
C15C H15C . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C8A H8AA O2C . 0.9900 2.3900 3.041(7) 122.00 yes
C8A H8AB O2B . 0.9900 2.3600 3.157(6) 138.00 yes
C5B H5BA O3C 1_645 0.9500 2.5200 3.424(6) 159.00 yes
C2C H2CA O3A 1_565 0.9500 2.3500 3.093(7) 135.00 yes
C15C H15C O2C 1_545 0.9500 2.5200 3.408(6) 155.00 yes
C8C H8CB O3B 1_465 0.9900 2.5900 3.355(6) 134.00 yes
C1B H1BA Cg1 1_555 0.9500 2.8500 3.567(6) 133.00 yes
C14B H14B Cg2 1_555 0.9500 2.7800 3.498(5) 133.00 yes
C5A H5AA Cg3 1_565 0.9500 2.7500 3.401(6) 126.00 yes
C12A H12A Cg4 1_565 0.9500 2.7000 3.394(6) 130.00 yes
C5C H5CA Cg4 1_455 0.9500 2.9400 3.691(6) 137.00 yes
C11B H11B Cg5 1_645 0.9500 2.9300 3.596(6) 128.00 yes
C2A H2AA Cg6 1_555 0.9500 2.8300 3.425(6) 122.00 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6A C1A C2A C3A . . . . 2.0(7) ?
C1A C2A C3A C4A . . . . -3.0(7) ?
C1A C2A C3A Br1A . . . . 177.8(4) ?
C2A C3A C4A C5A . . . . 3.3(7) ?
Br1A C3A C4A C5A . . . . -177.6(4) ?
C3A C4A C5A C6A . . . . -2.5(7) ?
C2A C1A C6A C5A . . . . -1.2(7) ?
C2A C1A C6A C7A . . . . -179.0(4) ?
C4A C5A C6A C1A . . . . 1.5(7) ?
C4A C5A C6A C7A . . . . 179.3(4) ?
C1A C6A C7A O2A . . . . -169.0(5) ?
C5A C6A C7A O2A . . . . 13.2(7) ?
C1A C6A C7A C8A . . . . 11.3(6) ?
C5A C6A C7A C8A . . . . -166.4(4) ?
C9A O1A C8A C7A . . . . 156.4(4) ?
O2A C7A C8A O1A . . . . 5.2(6) ?
C6A C7A C8A O1A . . . . -175.2(4) ?
C8A O1A C9A O3A . . . . 1.6(6) ?
C8A O1A C9A C10A . . . . -178.6(4) ?
O3A C9A C10A C15A . . . . 5.4(7) ?
O1A C9A C10A C15A . . . . -174.4(4) ?
O3A C9A C10A C11A . . . . -175.5(4) ?
O1A C9A C10A C11A . . . . 4.7(6) ?
C15A C10A C11A C12A . . . . -0.1(7) ?
C9A C10A C11A C12A . . . . -179.2(4) ?
C10A C11A C12A C13A . . . . 0.2(7) ?
C11A C12A C13A C14A . . . . 0.1(7) ?
C11A C12A C13A Br2A . . . . 179.5(3) ?
C12A C13A C14A C15A . . . . -0.5(7) ?
Br2A C13A C14A C15A . . . . -179.8(4) ?
C13A C14A C15A C10A . . . . 0.5(7) ?
C11A C10A C15A C14A . . . . -0.3(7) ?
C9A C10A C15A C14A . . . . 178.8(4) ?
C6B C1B C2B C3B . . . . 0.7(7) ?
C1B C2B C3B C4B . . . . -0.9(7) ?
C1B C2B C3B Br1B . . . . 177.6(4) ?
C2B C3B C4B C5B . . . . 0.9(7) ?
Br1B C3B C4B C5B . . . . -177.6(4) ?
C3B C4B C5B C6B . . . . -0.8(7) ?
C2B C1B C6B C5B . . . . -0.6(7) ?
C2B C1B C6B C7B . . . . 179.5(4) ?
C4B C5B C6B C1B . . . . 0.6(7) ?
C4B C5B C6B C7B . . . . -179.5(4) ?
C1B C6B C7B O2B . . . . -6.5(7) ?
C5B C6B C7B O2B . . . . 173.6(4) ?
C1B C6B C7B C8B . . . . 173.6(4) ?
C5B C6B C7B C8B . . . . -6.3(6) ?
C9B O1B C8B C7B . . . . -171.8(4) ?
O2B C7B C8B O1B . . . . -0.7(6) ?
C6B C7B C8B O1B . . . . 179.2(4) ?
C8B O1B C9B O3B . . . . 0.5(6) ?
C8B O1B C9B C10B . . . . 178.8(4) ?
O3B C9B C10B C15B . . . . 178.8(4) ?
O1B C9B C10B C15B . . . . 0.5(6) ?
O3B C9B C10B C11B . . . . -1.4(7) ?
O1B C9B C10B C11B . . . . -179.7(4) ?
C15B C10B C11B C12B . . . . 0.5(7) ?
C9B C10B C11B C12B . . . . -179.3(4) ?
C10B C11B C12B C13B . . . . -0.7(7) ?
C11B C12B C13B C14B . . . . 0.7(7) ?
C11B C12B C13B Br2B . . . . -178.1(4) ?
C12B C13B C14B C15B . . . . -0.4(7) ?
Br2B C13B C14B C15B . . . . 178.4(3) ?
C11B C10B C15B C14B . . . . -0.2(6) ?
C9B C10B C15B C14B . . . . 179.6(4) ?
C13B C14B C15B C10B . . . . 0.1(6) ?
C6C C1C C2C C3C . . . . -0.3(7) ?
C1C C2C C3C C4C . . . . 1.2(7) ?
C1C C2C C3C Br1C . . . . -178.9(3) ?
C2C C3C C4C C5C . . . . -1.7(7) ?
Br1C C3C C4C C5C . . . . 178.5(3) ?
C3C C4C C5C C6C . . . . 1.1(7) ?
C2C C1C C6C C5C . . . . -0.2(7) ?
C2C C1C C6C C7C . . . . -179.8(4) ?
C4C C5C C6C C1C . . . . -0.2(7) ?
C4C C5C C6C C7C . . . . 179.3(4) ?
C1C C6C C7C O2C . . . . 15.1(6) ?
C5C C6C C7C O2C . . . . -164.4(4) ?
C1C C6C C7C C8C . . . . -165.6(4) ?
C5C C6C C7C C8C . . . . 14.9(6) ?
C9C O1C C8C C7C . . . . -78.8(5) ?
O2C C7C C8C O1C . . . . 13.7(6) ?
C6C C7C C8C O1C . . . . -165.6(4) ?
C8C O1C C9C O3C . . . . -1.3(6) ?
C8C O1C C9C C10C . . . . -178.8(4) ?
O3C C9C C10C C11C . . . . 5.2(7) ?
O1C C9C C10C C11C . . . . -177.3(4) ?
O3C C9C C10C C15C . . . . -173.0(4) ?
O1C C9C C10C C15C . . . . 4.5(6) ?
C15C C10C C11C C12C . . . . 1.1(7) ?
C9C C10C C11C C12C . . . . -177.2(4) ?
C10C C11C C12C C13C . . . . -0.6(7) ?
C11C C12C C13C C14C . . . . 0.0(7) ?
C11C C12C C13C Br2C . . . . 178.5(4) ?
C12C C13C C14C C15C . . . . 0.2(7) ?
Br2C C13C C14C C15C . . . . -178.3(3) ?
C13C C14C C15C C10C . . . . 0.3(7) ?
C11C C10C C15C C14C . . . . -0.9(7) ?
C9C C10C C15C C14C . . . . 177.3(4) ?
