#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:01:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/79/2107959.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_2107959
loop_
_publ_author_name
'Suarez, Sebastián A.'
'Muller, Federico'
'Gutiérrez Suburu, Matías E.'
'Fonrouge, Ana'
'Baggio, Ricardo F.'
'Cukiernik, Fabio D.'
_publ_section_title
;
 Br···Br and van der Waals interactions along a
 homologous series: crystal packing of 1,2-dibromo-4,5-dialkoxybenzenes
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              693
_journal_page_last               701
_journal_paper_doi               10.1107/S2052520616009835
_journal_volume                  72
_journal_year                    2016
_chemical_formula_moiety         'C30 H52 Br2 O2'
_chemical_formula_sum            'C30 H52 Br2 O2'
_chemical_formula_weight         604.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90.00
_cell_angle_beta                 91.622(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   39.897(6)
_cell_length_b                   8.421(4)
_cell_length_c                   9.321(5)
_cell_measurement_reflns_used    12520
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      28.2930
_cell_measurement_theta_min      3.8900
_cell_volume                     3130(2)
_computing_cell_refinement       'CrysAlisPro '
_computing_data_collection       'CrysAlisPro (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlisPro '
_computing_molecular_graphics    'SHELXTL   (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-2014/6, PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device_type  'Oxford Diffraction Gemini CCD S Ultra'
_diffrn_measurement_method       'ω scans, thick slices'
_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  0.1400
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            65286
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         29.343
_diffrn_reflns_theta_min         3.881
_exptl_absorpt_coefficient_mu    2.612
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, Oxford Diffraction (2009) '
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_description       plates
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.756
_refine_diff_density_min         -1.470
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         7891
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.1640
_refine_ls_R_factor_gt           0.0929
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0429P)²+27.2995P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1996
_refine_ls_wR_factor_ref         0.2304
_reflns_number_gt                4456
_reflns_number_total             7891
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lo5009sup1.cif
_cod_data_source_block           N12
_cod_depositor_comments
'Adding full bibliography for 2107958--2107961.cif.'
_cod_original_cell_volume        3130(3)
_cod_database_code               2107959
_cod_database_fobs_code          2107959
_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.
;
_shelxl_version_number           2014/6
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'
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_occupancy
Br Br1 0.95217(2) 0.44423(11) 0.46744(8) 0.0529(3) Uani d 1
Br Br2 0.99375(2) 0.64661(12) 0.21468(11) 0.0641(3) Uani d 1
O O1 0.86254(13) 0.3303(7) 0.0571(5) 0.0486(13) Uani d 1
O O2 0.89218(13) 0.5015(6) -0.1303(5) 0.0444(12) Uani d 1
C C1 0.93564(18) 0.4570(8) 0.2763(7) 0.0376(15) Uani d 1
C C2 0.95264(16) 0.5426(9) 0.1729(8) 0.0382(16) Uani d 1
C C3 0.93934(17) 0.5544(8) 0.0351(7) 0.0352(15) Uani d 1
H H3 0.9512 0.6082 -0.0344 0.042 Uiso calc 1
C C4 0.90873(17) 0.4874(8) -0.0007(7) 0.0355(15) Uani d 1
C C5 0.89171(17) 0.3973(8) 0.1011(8) 0.0363(15) Uani d 1
C C6 0.90599(18) 0.3844(8) 0.2392(8) 0.0375(16) Uani d 1
H H6 0.8950 0.3249 0.3076 0.045 Uiso calc 1
C C11 0.84029(17) 0.2770(9) 0.1642(8) 0.0415(17) Uani d 1
H H11A 0.8352 0.3627 0.2296 0.050 Uiso calc 1
H H11B 0.8503 0.1902 0.2189 0.050 Uiso calc 1
C C12 0.80889(18) 0.2223(10) 0.0850(8) 0.0442(18) Uani d 1
H H12A 0.8143 0.1319 0.0255 0.053 Uiso calc 1
H H12B 0.8010 0.3069 0.0221 0.053 Uiso calc 1
C C13 0.78072(18) 0.1754(10) 0.1842(8) 0.0458(18) Uani d 1
H H13A 0.7883 0.0890 0.2458 0.055 Uiso calc 1
H H13B 0.7754 0.2649 0.2449 0.055 Uiso calc 1
C C14 0.74944(19) 0.1240(11) 0.1008(9) 0.051(2) Uani d 1
H H14A 0.7549 0.0331 0.0420 0.061 Uiso calc 1
H H14B 0.7426 0.2095 0.0367 0.061 Uiso calc 1
C C15 0.71987(19) 0.0801(11) 0.1936(9) 0.054(2) Uani d 1
H H15A 0.7264 -0.0069 0.2566 0.065 Uiso calc 1
H H15B 0.7143 0.1702 0.2531 0.065 Uiso calc 1
C C16 0.6890(2) 0.0315(12) 0.1044(9) 0.060(2) Uani d 1
H H16A 0.6947 -0.0587 0.0451 0.072 Uiso calc 1
H H16B 0.6827 0.1184 0.0408 0.072 Uiso calc 1
C C17 0.6589(2) -0.0124(13) 0.1943(10) 0.063(2) Uani d 1
H H17A 0.6651 -0.0999 0.2573 0.076 Uiso calc 1
H H17B 0.6532 0.0775 0.2539 0.076 Uiso calc 1
C C18 0.6283(2) -0.0596(13) 0.1041(11) 0.068(3) Uani d 1
H H18A 0.6339 -0.1508 0.0460 0.082 Uiso calc 1
H H18B 0.6225 0.0271 0.0395 0.082 Uiso calc 1
C C19 0.5976(2) -0.1005(14) 0.1928(11) 0.074(3) Uani d 1
H H19A 0.6035 -0.1871 0.2573 0.089 Uiso calc 1
H H19B 0.5921 -0.0093 0.2510 0.089 Uiso calc 1
C C20 0.5671(2) -0.1472(14) 0.1039(11) 0.077(3) Uani d 1
H H20A 0.5726 -0.2389 0.0462 0.092 Uiso calc 1
H H20B 0.5614 -0.0609 0.0388 0.092 Uiso calc 1
C C21 0.5364(3) -0.1869(19) 0.1917(13) 0.104(4) Uani d 1
H H21A 0.5423 -0.2705 0.2593 0.125 Uiso calc 1
H H21B 0.5302 -0.0939 0.2464 0.125 Uiso calc 1
C C22 0.5066(3) -0.239(2) 0.1014(17) 0.140(6) Uani d 1
H H22A 0.4886 -0.2679 0.1626 0.210 Uiso calc 1
H H22B 0.5126 -0.3293 0.0445 0.210 Uiso calc 1
H H22C 0.4995 -0.1540 0.0393 0.210 Uiso calc 1
C C31 0.90259(18) 0.6290(9) -0.2237(7) 0.0423(17) Uani d 1
H H31A 0.9225 0.5983 -0.2741 0.051 Uiso calc 1
H H31B 0.9077 0.7237 -0.1680 0.051 Uiso calc 1
C C32 0.87412(18) 0.6605(9) -0.3288(7) 0.0415(17) Uani d 1
H H32A 0.8689 0.5635 -0.3810 0.050 Uiso calc 1
H H32B 0.8811 0.7394 -0.3977 0.050 Uiso calc 1
C C33 0.84247(18) 0.7193(10) -0.2561(8) 0.0459(18) Uani d 1
H H33A 0.8345 0.6359 -0.1940 0.055 Uiso calc 1
H H33B 0.8484 0.8097 -0.1961 0.055 Uiso calc 1
C C34 0.81386(19) 0.7680(10) -0.3598(8) 0.0476(18) Uani d 1
H H34A 0.8214 0.8545 -0.4197 0.057 Uiso calc 1
H H34B 0.8082 0.6790 -0.4220 0.057 Uiso calc 1
C C35 0.78289(19) 0.8198(11) -0.2821(8) 0.050(2) Uani d 1
H H35A 0.7887 0.9099 -0.2216 0.060 Uiso calc 1
H H35B 0.7760 0.7340 -0.2200 0.060 Uiso calc 1
C C36 0.7531(2) 0.8657(11) -0.3803(9) 0.053(2) Uani d 1
H H36A 0.7597 0.9526 -0.4418 0.064 Uiso calc 1
H H36B 0.7472 0.7762 -0.4413 0.064 Uiso calc 1
C C37 0.7228(2) 0.9151(12) -0.2977(9) 0.057(2) Uani d 1
H H37A 0.7289 1.0049 -0.2371 0.069 Uiso calc 1
H H37B 0.7166 0.8284 -0.2354 0.069 Uiso calc 1
C C38 0.6921(2) 0.9612(12) -0.3928(10) 0.063(2) Uani d 1
H H38A 0.6982 1.0487 -0.4544 0.075 Uiso calc 1
H H38B 0.6860 0.8718 -0.4538 0.075 Uiso calc 1
C C39 0.6618(2) 1.0090(13) -0.3088(10) 0.064(2) Uani d 1
H H39A 0.6679 1.0984 -0.2478 0.076 Uiso calc 1
H H39B 0.6558 0.9215 -0.2468 0.076 Uiso calc 1
C C40 0.6312(2) 1.0545(13) -0.4017(11) 0.072(3) Uani d 1
H H40A 0.6371 1.1422 -0.4635 0.086 Uiso calc 1
H H40B 0.6251 0.9652 -0.4628 0.086 Uiso calc 1
C C41 0.6011(3) 1.1018(15) -0.3169(12) 0.085(3) Uani d 1
H H41A 0.5951 1.0141 -0.2553 0.102 Uiso calc 1
H H41B 0.6072 1.1911 -0.2558 0.102 Uiso calc 1
C C42 0.5709(3) 1.1469(17) -0.4090(15) 0.108(4) Uani d 1
H H42A 0.5530 1.1792 -0.3488 0.163 Uiso calc 1
H H42B 0.5639 1.0572 -0.4657 0.163 Uiso calc 1
H H42C 0.5767 1.2330 -0.4712 0.163 Uiso calc 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'
Br Br -0.2901 2.4595 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C5 O1 C11 117.9(5)
C4 O2 C31 117.1(5)
C6 C1 C2 119.4(6)
C6 C1 Br1 119.4(6)
C2 C1 Br1 121.2(5)
C3 C2 C1 119.9(6)
C3 C2 Br2 117.8(5)
C1 C2 Br2 122.2(5)
C4 C3 C2 120.7(6)
C4 C3 H3 119.6
C2 C3 H3 119.6
O2 C4 C3 125.6(6)
O2 C4 C5 114.4(6)
C3 C4 C5 120.0(6)
O1 C5 C6 125.0(6)
O1 C5 C4 116.8(6)
C6 C5 C4 118.2(6)
C1 C6 C5 121.7(7)
C1 C6 H6 119.1
C5 C6 H6 119.1
O1 C11 C12 106.1(6)
O1 C11 H11A 110.5
C12 C11 H11A 110.5
O1 C11 H11B 110.5
C12 C11 H11B 110.5
H11A C11 H11B 108.7
C11 C12 C13 113.4(6)
C11 C12 H12A 108.9
C13 C12 H12A 108.9
C11 C12 H12B 108.9
C13 C12 H12B 108.9
H12A C12 H12B 107.7
C14 C13 C12 111.9(6)
C14 C13 H13A 109.2
C12 C13 H13A 109.2
C14 C13 H13B 109.2
C12 C13 H13B 109.2
H13A C13 H13B 107.9
C13 C14 C15 114.7(7)
C13 C14 H14A 108.6
C15 C14 H14A 108.6
C13 C14 H14B 108.6
C15 C14 H14B 108.6
H14A C14 H14B 107.6
C16 C15 C14 112.4(7)
C16 C15 H15A 109.1
C14 C15 H15A 109.1
C16 C15 H15B 109.1
C14 C15 H15B 109.1
H15A C15 H15B 107.8
C15 C16 C17 113.7(7)
C15 C16 H16A 108.8
C17 C16 H16A 108.8
C15 C16 H16B 108.8
C17 C16 H16B 108.8
H16A C16 H16B 107.7
C18 C17 C16 113.1(8)
C18 C17 H17A 109.0
C16 C17 H17A 109.0
C18 C17 H17B 109.0
C16 C17 H17B 109.0
H17A C17 H17B 107.8
C17 C18 C19 113.7(8)
C17 C18 H18A 108.8
C19 C18 H18A 108.8
C17 C18 H18B 108.8
C19 C18 H18B 108.8
H18A C18 H18B 107.7
C20 C19 C18 114.0(8)
C20 C19 H19A 108.8
C18 C19 H19A 108.8
C20 C19 H19B 108.8
C18 C19 H19B 108.8
H19A C19 H19B 107.6
C19 C20 C21 114.2(9)
C19 C20 H20A 108.7
C21 C20 H20A 108.7
C19 C20 H20B 108.7
C21 C20 H20B 108.7
H20A C20 H20B 107.6
C22 C21 C20 113.4(11)
C22 C21 H21A 108.9
C20 C21 H21A 108.9
C22 C21 H21B 108.9
C20 C21 H21B 108.9
H21A C21 H21B 107.7
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
O2 C31 C32 107.3(6)
O2 C31 H31A 110.2
C32 C31 H31A 110.2
O2 C31 H31B 110.2
C32 C31 H31B 110.2
H31A C31 H31B 108.5
C31 C32 C33 112.7(6)
C31 C32 H32A 109.0
C33 C32 H32A 109.0
C31 C32 H32B 109.0
C33 C32 H32B 109.0
H32A C32 H32B 107.8
C34 C33 C32 114.6(6)
C34 C33 H33A 108.6
C32 C33 H33A 108.6
C34 C33 H33B 108.6
C32 C33 H33B 108.6
H33A C33 H33B 107.6
C35 C34 C33 112.3(6)
C35 C34 H34A 109.1
C33 C34 H34A 109.1
C35 C34 H34B 109.1
C33 C34 H34B 109.1
H34A C34 H34B 107.9
C34 C35 C36 114.7(7)
C34 C35 H35A 108.6
C36 C35 H35A 108.6
C34 C35 H35B 108.6
C36 C35 H35B 108.6
H35A C35 H35B 107.6
C37 C36 C35 112.6(7)
C37 C36 H36A 109.1
C35 C36 H36A 109.1
C37 C36 H36B 109.1
C35 C36 H36B 109.1
H36A C36 H36B 107.8
C36 C37 C38 114.3(7)
C36 C37 H37A 108.7
C38 C37 H37A 108.7
C36 C37 H37B 108.7
C38 C37 H37B 108.7
H37A C37 H37B 107.6
C39 C38 C37 113.7(7)
C39 C38 H38A 108.8
C37 C38 H38A 108.8
C39 C38 H38B 108.8
C37 C38 H38B 108.8
H38A C38 H38B 107.7
C38 C39 C40 114.3(8)
C38 C39 H39A 108.7
C40 C39 H39A 108.7
C38 C39 H39B 108.7
C40 C39 H39B 108.7
H39A C39 H39B 107.6
C41 C40 C39 113.9(8)
C41 C40 H40A 108.8
C39 C40 H40A 108.8
C41 C40 H40B 108.8
C39 C40 H40B 108.8
H40A C40 H40B 107.7
C42 C41 C40 113.7(10)
C42 C41 H41A 108.8
C40 C41 H41A 108.8
C42 C41 H41B 108.8
C40 C41 H41B 108.8
H41A C41 H41B 107.7
C41 C42 H42A 109.5
C41 C42 H42B 109.5
H42A C42 H42B 109.5
C41 C42 H42C 109.5
H42A C42 H42C 109.5
H42B C42 H42C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C1 1.886(7)
Br2 C2 1.890(7)
O1 C5 1.347(8)
O1 C11 1.427(8)
O2 C4 1.365(8)
O2 C31 1.451(8)
C1 C6 1.368(10)
C1 C2 1.394(10)
C2 C3 1.379(9)
C3 C4 1.378(9)
C3 H3 0.9300
C4 C5 1.404(10)
C5 C6 1.397(9)
C6 H6 0.9300
C11 C12 1.508(9)
C11 H11A 0.9700
C11 H11B 0.9700
C12 C13 1.527(10)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C14 1.515(10)
C13 H13A 0.9700
C13 H13B 0.9700
C14 C15 1.528(10)
C14 H14A 0.9700
C14 H14B 0.9700
C15 C16 1.522(10)
C15 H15A 0.9700
C15 H15B 0.9700
C16 C17 1.529(12)
C16 H16A 0.9700
C16 H16B 0.9700
C17 C18 1.516(12)
C17 H17A 0.9700
C17 H17B 0.9700
C18 C19 1.535(12)
C18 H18A 0.9700
C18 H18B 0.9700
C19 C20 1.505(12)
C19 H19A 0.9700
C19 H19B 0.9700
C20 C21 1.530(14)
C20 H20A 0.9700
C20 H20B 0.9700
C21 C22 1.503(16)
C21 H21A 0.9700
C21 H21B 0.9700
C22 H22A 0.9600
C22 H22B 0.9600
C22 H22C 0.9600
C31 C32 1.502(10)
C31 H31A 0.9700
C31 H31B 0.9700
C32 C33 1.532(10)
C32 H32A 0.9700
C32 H32B 0.9700
C33 C34 1.530(10)
C33 H33A 0.9700
C33 H33B 0.9700
C34 C35 1.514(10)
C34 H34A 0.9700
C34 H34B 0.9700
C35 C36 1.528(11)
C35 H35A 0.9700
C35 H35B 0.9700
C36 C37 1.511(11)
C36 H36A 0.9700
C36 H36B 0.9700
C37 C38 1.542(11)
C37 H37A 0.9700
C37 H37B 0.9700
C38 C39 1.511(12)
C38 H38A 0.9700
C38 H38B 0.9700
C39 C40 1.528(12)
C39 H39A 0.9700
C39 H39B 0.9700
C40 C41 1.509(14)
C40 H40A 0.9700
C40 H40B 0.9700
C41 C42 1.506(14)
C41 H41A 0.9700
C41 H41B 0.9700
C42 H42A 0.9600
C42 H42B 0.9600
C42 H42C 0.9600
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 10886577
