#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/09/4500919.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4500919
loop_
_publ_author_name
'Lü, Jian'
'Han, Li-Wei'
'Lin, Jing-Xiang'
'Cao, Rong'
_publ_section_title
;
 Supramolecular Organic Frameworks of Brominated Bisphenol Derivatives
 with Organoamines
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3551
_journal_paper_doi               10.1021/cg200520w
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C32 H38 Br8 N2 O8'
_chemical_formula_weight         1217.92
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 97.837(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.557(4)
_cell_length_b                   19.349(5)
_cell_length_c                   8.173(3)
_cell_measurement_reflns_used    4509
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.11
_cell_volume                     1967.2(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_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  0.0380
_diffrn_reflns_av_sigmaI/netI    0.0378
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15342
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    8.203
_exptl_absorpt_correction_T_max  0.194
_exptl_absorpt_correction_T_min  0.152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.056
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.447
_refine_diff_density_min         -1.011
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4509
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0420P)²+1.7478P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.1023
_reflns_number_gt                3949
_reflns_number_total             4509
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200520w_si_003.cif
_cod_data_source_block           TBBPF_PZ2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1967.3(10)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4500919
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Br1 Br 0.32549(4) 0.23689(2) 0.47931(6) 0.04921(14) Uani 1 1 d .
Br2 Br 0.06878(5) 0.45059(2) 0.68586(8) 0.06377(17) Uani 1 1 d .
Br3 Br -0.18356(3) -0.02943(2) 0.32143(5) 0.04471(13) Uani 1 1 d .
Br4 Br -0.41757(4) 0.22092(2) 0.30006(6) 0.05165(14) Uani 1 1 d .
O1 O 0.2612(2) 0.38150(15) 0.5483(4) 0.0449(7) Uani 1 1 d D
H1 H 0.250(5) 0.4216(13) 0.562(8) 0.10(2) Uiso 1 1 d D
O1W O 0.5249(3) 0.9037(2) 0.0527(5) 0.0650(10) Uani 1 1 d D
H1B H 0.580(3) 0.886(3) 0.037(6) 0.055(16) Uiso 1 1 d D
H1A H 0.480(4) 0.897(4) -0.025(6) 0.10(2) Uiso 1 1 d D
O2 O -0.3652(2) 0.07156(13) 0.2174(3) 0.0344(6) Uani 1 1 d .
O3 O 0.3044(2) 0.97562(14) 0.0697(3) 0.0375(6) Uani 1 1 d D
H3B H 0.325(4) 0.970(3) -0.016(4) 0.053(15) Uiso 1 1 d D
N1 N 0.5170(3) 0.00484(18) 0.6768(4) 0.0377(7) Uani 1 1 d .
H1D H 0.454(4) -0.021(3) 0.718(6) 0.069(16) Uiso 1 1 d .
H1C H 0.561(4) 0.020(3) 0.778(6) 0.060(14) Uiso 1 1 d .
H3 H 0.141(4) 0.171(2) 0.577(5) 0.047(12) Uiso 1 1 d .
H5 H -0.038(3) 0.320(2) 0.718(4) 0.025(10) Uiso 1 1 d .
H9 H -0.059(4) 0.063(2) 0.551(5) 0.048(12) Uiso 1 1 d .
H11 H -0.231(3) 0.239(2) 0.544(5) 0.031(10) Uiso 1 1 d .
H13B H -0.086(3) 0.206(2) 0.791(5) 0.040(12) Uiso 1 1 d .
H13A H -0.003(4) 0.144(3) 0.764(6) 0.054(13) Uiso 1 1 d .
H14B H 0.439(3) 0.096(2) 0.633(5) 0.038(11) Uiso 1 1 d .
H14A H 0.542(4) 0.086(2) 0.556(6) 0.051(14) Uiso 1 1 d .
H15B H 0.605(4) -0.086(3) 0.670(6) 0.066(15) Uiso 1 1 d .
H15A H 0.649(4) -0.023(2) 0.566(6) 0.052(14) Uiso 1 1 d .
H16C H 0.184(4) 0.911(3) 0.020(6) 0.058(15) Uiso 1 1 d .
H16B H 0.288(5) 0.873(3) 0.089(7) 0.073(17) Uiso 1 1 d .
H16A H 0.236(7) 0.918(4) 0.205(10) 0.13(3) Uiso 1 1 d .
C1 C 0.1833(3) 0.33702(18) 0.5806(4) 0.0326(8) Uani 1 1 d .
C2 C 0.1972(3) 0.26658(19) 0.5556(4) 0.0336(8) Uani 1 1 d .
C3 C 0.1223(3) 0.2183(2) 0.5912(5) 0.0382(9) Uani 1 1 d .
C4 C 0.0311(3) 0.2383(2) 0.6564(4) 0.0356(8) Uani 1 1 d .
C5 C 0.0157(3) 0.3083(2) 0.6818(5) 0.0357(8) Uani 1 1 d .
C6 C 0.0908(3) 0.3561(2) 0.6451(5) 0.0366(8) Uani 1 1 d .
C7 C -0.2899(3) 0.09932(18) 0.3235(4) 0.0301(7) Uani 1 1 d .
C8 C -0.1964(3) 0.06373(18) 0.3915(4) 0.0304(7) Uani 1 1 d .
C9 C -0.1182(3) 0.09109(19) 0.5083(4) 0.0324(8) Uani 1 1 d .
C10 C -0.1284(3) 0.15751(19) 0.5680(4) 0.0333(8) Uani 1 1 d .
C11 C -0.2179(3) 0.19566(19) 0.5027(5) 0.0354(8) Uani 1 1 d .
C12 C -0.2947(3) 0.16769(19) 0.3833(4) 0.0338(8) Uani 1 1 d .
C13 C -0.0477(4) 0.1857(2) 0.7076(5) 0.0417(10) Uani 1 1 d .
C14 C 0.4803(4) 0.0655(2) 0.5734(5) 0.0442(10) Uani 1 1 d .
C15 C 0.5818(4) -0.0431(2) 0.5894(5) 0.0444(10) Uani 1 1 d .
C16 C 0.2490(5) 0.9146(3) 0.1015(8) 0.0573(12) Uani 1 1 d .
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'
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_3
C15 N1 C14 111.7(3) .
O1 C1 C6 124.6(3) .
O1 C1 C2 119.0(4) .
C6 C1 C2 116.3(3) .
C3 C2 C1 121.8(4) .
C3 C2 Br1 119.8(3) .
C1 C2 Br1 118.3(3) .
C4 C3 C2 120.9(4) .
C3 C4 C5 118.1(4) .
C3 C4 C13 121.6(4) .
C5 C4 C13 120.3(4) .
C6 C5 C4 120.5(4) .
C5 C6 C1 122.4(4) .
C5 C6 Br2 119.3(3) .
C1 C6 Br2 118.3(3) .
O2 C7 C8 123.3(3) .
O2 C7 C12 123.5(3) .
C8 C7 C12 113.2(3) .
C9 C8 C7 124.2(3) .
C9 C8 Br3 119.4(3) .
C7 C8 Br3 116.3(2) .
C8 C9 C10 120.6(3) .
C9 C10 C11 117.7(3) .
C9 C10 C13 120.9(4) .
C11 C10 C13 121.3(4) .
C12 C11 C10 120.8(3) .
C11 C12 C7 123.4(3) .
C11 C12 Br4 119.6(3) .
C7 C12 Br4 117.0(3) .
C4 C13 C10 115.2(3) .
N1 C14 C15 110.9(4) 3_656
N1 C15 C14 110.6(4) 3_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C2 1.894(4) .
Br2 C6 1.886(4) .
Br3 C8 1.905(4) .
Br4 C12 1.902(4) .
O1 C1 1.356(5) .
O2 C7 1.308(4) .
O3 C16 1.411(6) .
N1 C15 1.481(6) .
N1 C14 1.483(5) .
C1 C6 1.390(6) .
C1 C2 1.393(5) .
C2 C3 1.385(6) .
C3 C4 1.383(6) .
C4 C5 1.389(6) .
C4 C13 1.517(6) .
C5 C6 1.382(6) .
C7 C8 1.409(5) .
C7 C12 1.415(5) .
C8 C9 1.378(5) .
C9 C10 1.387(5) .
C10 C11 1.390(5) .
C10 C13 1.520(5) .
C11 C12 1.386(5) .
C14 C15 1.512(6) 3_656
C15 C14 1.512(6) 3_656
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144551
