#------------------------------------------------------------------------------
#$Date: 2020-09-30 04:27:55 +0300 (Wed, 30 Sep 2020) $
#$Revision: 256843 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/13/7241326.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_7241326
loop_
_publ_author_name
'Singha, Soumen'
'Goswami, Somen'
'Dey, Sanjoy Kumar'
'Jana, Rajkumar'
'Ray, Partha Pratim'
'Saha, Indrajit'
'Rizzoli, Corrado'
'Bag, Partha Pratim'
'Kumar, Sanjay'
'SAHA, RAJAT'
_publ_section_title
;
 Synergistic Effect of Various Intermolecular Interactions on
 Self-assembly and Optoelectronic Behaviour in Co-crystals/Salts of
 Tetrabromoterephthalic Acid: A Report on Their Structure, Theoretical
 Study and Hirshfeld Surface Analysis
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE01102A
_journal_year                    2020
_chemical_formula_moiety         'C8H2Br4O4, C8Br4O4, 2(C6H7N2O), 2(H2O)'
_chemical_formula_sum            'C28 H20 Br8 N4 O12'
_chemical_formula_weight         1243.76
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-05-06 deposited with the CCDC.	2020-09-29 downloaded from the CCDC.
;
_cell_angle_alpha                108.671(2)
_cell_angle_beta                 108.502(2)
_cell_angle_gamma                93.051(2)
_cell_formula_units_Z            1
_cell_length_a                   9.0292(10)
_cell_length_b                   9.4163(11)
_cell_length_c                   12.2764(14)
_cell_measurement_reflns_used    10382
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      25.495
_cell_measurement_theta_min      1.872
_cell_volume                     923.69(18)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10382
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_min         1.872
_diffrn_source                   'Bruker APEX-II CCD'
_exptl_absorpt_coefficient_mu    8.748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    2.236
_exptl_crystal_description       Needle
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.180
_exptl_transmission_factor_max   0.736
_exptl_transmission_factor_min   0.209
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         3443
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0305
_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)+(0.0241P)²+0.7208P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0785
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3062
_reflns_number_total             3443
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01102a2.cif
_cod_data_source_block           shelx
_cod_database_code               7241326
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.193
_shelx_estimated_absorpt_t_max   0.302
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.88569(4) 0.60765(5) 0.62422(4) 0.05375(14) Uani 1 1 d . . . . .
Br2 Br 0.64194(5) 0.86253(4) 0.64723(4) 0.05414(14) Uani 1 1 d . . . . .
Br3 Br 0.86917(4) 0.44669(5) 0.07521(3) 0.04144(12) Uani 1 1 d . . . . .
Br4 Br 0.72590(4) 0.61937(4) -0.12697(3) 0.03867(12) Uani 1 1 d . . . . .
O1 O 1.0390(3) 0.9050(3) 0.1172(2) 0.0435(6) Uani 1 1 d . . . . .
O2 O 0.7391(4) 0.2145(4) 0.5649(3) 0.0595(8) Uani 1 1 d . . . . .
O3 O 0.7667(3) 0.2434(3) 0.4014(2) 0.0453(6) Uani 1 1 d . . . . .
H3O H 0.7390 0.2989 0.3616 0.088(19) Uiso 1 1 calc R . . . .
O4 O 0.6875(3) 0.3999(3) 0.2731(2) 0.0428(6) Uani 1 1 d . . . . .
O5 O 0.5893(3) 0.1877(3) 0.1054(2) 0.0419(6) Uani 1 1 d . . . . .
O1W O 0.3118(3) 0.7873(3) 0.2273(2) 0.0458(6) Uani 1 1 d . . . . .
H1W1 H 0.2991 0.7838 0.2943 0.055 Uiso 1 1 d R U . . .
H2W1 H 0.2248 0.8293 0.1949 0.055 Uiso 1 1 d R U . . .
N1 N 0.6156(4) 0.8423(4) 0.2490(3) 0.0442(7) Uani 1 1 d . . . . .
N2 N 0.8463(5) 1.0388(4) 0.0681(4) 0.0510(9) Uani 1 1 d . . . . .
C1 C 0.7023(6) 0.8016(6) 0.3407(4) 0.0655(13) Uani 1 1 d . . . . .
H1 H 0.6541 0.7662 0.3859 0.079 Uiso 1 1 calc R U . . .
C2 C 0.8635(6) 0.8123(7) 0.3683(5) 0.0727(15) Uani 1 1 d . . . . .
H2 H 0.9254 0.7850 0.4325 0.087 Uiso 1 1 calc R U . . .
C3 C 0.9315(5) 0.8640(5) 0.2994(4) 0.0537(11) Uani 1 1 d . . . . .
H3 H 1.0403 0.8712 0.3171 0.064 Uiso 1 1 calc R U . . .
C4 C 0.8406(4) 0.9051(4) 0.2045(3) 0.0339(7) Uani 1 1 d . . . . .
C5 C 0.6787(4) 0.8934(4) 0.1809(3) 0.0362(8) Uani 1 1 d . . . . .
H5 H 0.6143 0.9211 0.1178 0.043 Uiso 1 1 calc R U . . .
C6 C 0.9171(4) 0.9513(4) 0.1262(3) 0.0351(7) Uani 1 1 d . . . . .
C7 C 0.7112(4) 0.2748(4) 0.4885(3) 0.0364(8) Uani 1 1 d . . . . .
C8 C 0.6016(4) 0.3926(4) 0.4936(3) 0.0306(7) Uani 1 1 d . . . . .
C9 C 0.6629(4) 0.5468(4) 0.5534(3) 0.0325(7) Uani 1 1 d . . . . .
C10 C 0.5619(4) 0.6532(4) 0.5609(3) 0.0304(7) Uani 1 1 d . . . . .
C11 C 0.6164(4) 0.3261(4) 0.1595(3) 0.0312(7) Uani 1 1 d . . . . .
C12 C 0.5577(4) 0.4227(4) 0.0807(3) 0.0285(7) Uani 1 1 d . . . . .
C13 C 0.6562(4) 0.4755(4) 0.0295(3) 0.0281(7) Uani 1 1 d . . . . .
C14 C 0.5983(4) 0.5517(4) -0.0517(3) 0.0279(7) Uani 1 1 d . . . . .
H1N H 0.515(6) 0.831(5) 0.236(4) 0.061(14) Uiso 1 1 d . . . . .
H21 H 0.768(6) 1.074(5) 0.080(4) 0.059(13) Uiso 1 1 d . . . . .
H22 H 0.883(6) 1.055(5) 0.020(4) 0.055(13) Uiso 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'
Br Br -0.2901 2.4595 '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'
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
C7 O3 H3O 109.5 . . ?
H1W1 O1W H2W1 101.8 . . ?
C1 N1 C5 122.6(4) . . ?
C1 N1 H1N 115(3) . . ?
C5 N1 H1N 123(3) . . ?
C6 N2 H21 122(3) . . ?
C6 N2 H22 116(3) . . ?
H21 N2 H22 122(4) . . ?
N1 C1 C2 119.7(4) . . ?
N1 C1 H1 120.1 . . ?
C2 C1 H1 120.1 . . ?
C1 C2 C3 118.9(4) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C2 C3 C4 120.9(4) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 118.1(3) . . ?
C3 C4 C6 119.4(3) . . ?
C5 C4 C6 122.5(3) . . ?
N1 C5 C4 119.8(3) . . ?
N1 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
O1 C6 N2 123.3(4) . . ?
O1 C6 C4 119.5(3) . . ?
N2 C6 C4 117.1(3) . . ?
O2 C7 O3 123.6(3) . . ?
O2 C7 C8 119.0(3) . . ?
O3 C7 C8 117.3(3) . . ?
C9 C8 C10 118.9(3) . 2_666 ?
C9 C8 C7 120.8(3) . . ?
C10 C8 C7 120.3(3) 2_666 . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 Br1 118.4(2) . . ?
C10 C9 Br1 121.1(3) . . ?
C9 C10 C8 120.7(3) . 2_666 ?
C9 C10 Br2 121.2(3) . . ?
C8 C10 Br2 118.1(2) 2_666 . ?
O5 C11 O4 128.2(3) . . ?
O5 C11 C12 116.5(3) . . ?
O4 C11 C12 115.3(3) . . ?
C13 C12 C14 119.6(3) . 2_665 ?
C13 C12 C11 120.0(3) . . ?
C14 C12 C11 120.2(3) 2_665 . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 Br3 118.8(2) . . ?
C14 C13 Br3 121.0(2) . . ?
C12 C14 C13 120.2(3) 2_665 . ?
C12 C14 Br4 118.3(2) 2_665 . ?
C13 C14 Br4 121.5(2) . . ?
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 C9 1.892(3) . ?
Br2 C10 1.885(3) . ?
Br3 C13 1.885(3) . ?
Br4 C14 1.887(3) . ?
O1 C6 1.229(4) . ?
O2 C7 1.213(4) . ?
O3 C7 1.280(4) . ?
O3 H3O 0.8200 . ?
O4 C11 1.267(4) . ?
O5 C11 1.228(4) . ?
O1W H1W1 0.8765 . ?
O1W H2W1 0.9313 . ?
N1 C1 1.332(5) . ?
N1 C5 1.337(5) . ?
N1 H1N 0.87(5) . ?
N2 C6 1.319(5) . ?
N2 H21 0.83(5) . ?
N2 H22 0.81(5) . ?
C1 C2 1.376(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(5) . ?
C4 C6 1.498(5) . ?
C5 H5 0.9300 . ?
C7 C8 1.524(4) . ?
C8 C9 1.388(5) . ?
C8 C10 1.391(5) 2_666 ?
C9 C10 1.391(5) . ?
C10 C8 1.391(5) 2_666 ?
C11 C12 1.527(4) . ?
C12 C13 1.393(4) . ?
C12 C14 1.394(4) 2_665 ?
C13 C14 1.396(4) . ?
C14 C12 1.394(4) 2_665 ?
