#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:37:03 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289439 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/79/7247925.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_7247925
loop_
_publ_author_name
'Meekel, Emily G.'
'Nicholas, Thomas C.'
'Slater, Ben'
'Goodwin, Andrew L.'
_publ_section_title
;
 Torsional flexibility in zinc-benzenedicarboxylate metal-organic
 frameworks.
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              673
_journal_page_last               680
_journal_paper_doi               10.1039/d3ce01078c
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C11 H9 Br2 N O5 Zn'
_chemical_formula_sum            'C11 H9 Br2 N O5 Zn'
_chemical_formula_weight         460.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-29
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-10-19 deposited with the CCDC.	2023-12-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.994(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8068(2)
_cell_length_b                   9.51590(10)
_cell_length_c                   16.9226(2)
_cell_measurement_reflns_used    8095
_cell_measurement_temperature    300.15
_cell_measurement_theta_max      75.3240
_cell_measurement_theta_min      3.7260
_cell_volume                     1912.24(5)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      300.15
_diffrn_detector_area_resol_mean 13.333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Eiger 1M'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15253
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.068
_diffrn_reflns_theta_min         3.733
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    6.815
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.55564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.83a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_description       'oval-shaped disk'
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0300
_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)+(0.0500P)²+0.4663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0916
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3540
_reflns_number_total             3947
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01078c1.cif
_cod_data_source_block           em-01-96_oval_shape_1
_cod_depositor_comments
'Adding full bibliography for 7247925--7247930.cif.'
_cod_database_code               7247925
_shelx_shelxl_version_number     2019/1
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C7(H7), C3(H3)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C1(H1A,H1B,H1C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_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 0.01227(2) 0.10962(4) 0.35744(2) 0.05440(11) Uani 1 1 d . . . . .
Zn1 Zn 0.71415(3) 0.13050(3) 0.69617(2) 0.03842(10) Uani 1 1 d . . . . .
Br2 Br 0.29299(3) 0.05455(5) 0.69879(2) 0.07266(14) Uani 1 1 d . . . . .
O1 O 0.23068(16) 0.06684(19) 0.27447(11) 0.0427(4) Uani 1 1 d . . . . .
O2 O 0.23876(17) 0.29196(19) 0.30905(11) 0.0473(4) Uani 1 1 d . . . . .
O4 O 0.56770(16) 0.1671(2) 0.60703(13) 0.0563(5) Uani 1 1 d . . . . .
O5 O 0.82494(19) 0.2077(2) 0.65289(15) 0.0581(5) Uani 1 1 d . . . . .
O3 O 0.5263(2) 0.0165(3) 0.68818(16) 0.0783(8) Uani 1 1 d . . . . .
N1 N 0.9121(2) 0.3787(3) 0.60975(19) 0.0563(6) Uani 1 1 d . . . . .
C11 C 0.23862(18) 0.1644(2) 0.32591(14) 0.0346(4) Uani 1 1 d . . . . .
C9 C 0.2521(2) 0.1305(2) 0.41615(15) 0.0355(5) Uani 1 1 d . . . . .
C10 C 0.3585(2) 0.1271(3) 0.47892(16) 0.0398(5) Uani 1 1 d . . . . .
H10 H 0.420081 0.143718 0.463712 0.048 Uiso 1 1 calc R U . . .
C8 C 0.1609(2) 0.1057(3) 0.43984(16) 0.0387(5) Uani 1 1 d . . . . .
C7 C 0.1759(2) 0.0802(3) 0.52334(17) 0.0452(6) Uani 1 1 d . . . . .
H7 H 0.113973 0.064133 0.538256 0.054 Uiso 1 1 calc R U . . .
C5 C 0.3777(2) 0.0999(3) 0.56392(16) 0.0404(5) Uani 1 1 d . . . . .
C3 C 0.8416(2) 0.3343(3) 0.64199(17) 0.0471(6) Uani 1 1 d . . . . .
H3 H 0.800330 0.400994 0.658206 0.056 Uiso 1 1 calc R U . . .
C6 C 0.2838(2) 0.0784(3) 0.58522(16) 0.0443(5) Uani 1 1 d . . . . .
C4 C 0.4983(2) 0.0929(3) 0.62595(17) 0.0475(6) Uani 1 1 d . . . . .
C2 C 0.9295(4) 0.5278(4) 0.5990(3) 0.0704(9) Uani 1 1 d . . . . .
H2A H 0.897150 0.551461 0.539540 0.106 Uiso 1 1 calc R U . . .
H2B H 1.008739 0.547702 0.620624 0.106 Uiso 1 1 calc R U . . .
H2C H 0.894028 0.582328 0.629626 0.106 Uiso 1 1 calc R U . . .
C1 C 0.9805(5) 0.2833(5) 0.5839(5) 0.124(2) Uani 1 1 d . . . . .
H1A H 0.963834 0.188468 0.594566 0.186 Uiso 1 1 calc R U . . .
H1B H 1.058600 0.302725 0.615784 0.186 Uiso 1 1 calc R U . . .
H1C H 0.964644 0.295169 0.524216 0.186 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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
O1 Zn1 C4 101.58(9) 3_656 . ?
O2 Zn1 O1 101.42(7) 4_666 3_656 ?
O2 Zn1 O5 110.32(9) 4_666 . ?
O2 Zn1 C4 104.68(9) 4_666 . ?
O4 Zn1 O1 120.51(9) . 3_656 ?
O4 Zn1 O2 116.38(9) . 4_666 ?
O4 Zn1 O5 105.34(10) . . ?
O4 Zn1 C4 28.08(9) . . ?
O5 Zn1 O1 101.88(8) . 3_656 ?
O5 Zn1 C4 132.46(10) . . ?
C11 O1 Zn1 126.46(15) . 3_656 ?
C11 O2 Zn1 125.16(16) . 4_565 ?
C4 O4 Zn1 105.54(18) . . ?
C3 O5 Zn1 127.00(18) . . ?
C3 N1 C2 122.4(3) . . ?
C3 N1 C1 121.7(3) . . ?
C1 N1 C2 115.9(3) . . ?
O1 C11 C9 119.7(2) . . ?
O2 C11 O1 124.7(2) . . ?
O2 C11 C9 115.5(2) . . ?
C10 C9 C11 119.4(2) . . ?
C10 C9 C8 117.9(2) . . ?
C8 C9 C11 122.6(2) . . ?
C9 C10 H10 118.6 . . ?
C9 C10 C5 122.8(2) . . ?
C5 C10 H10 118.6 . . ?
C9 C8 Br1 120.41(19) . . ?
C7 C8 Br1 118.42(18) . . ?
C7 C8 C9 121.2(2) . . ?
C8 C7 H7 120.2 . . ?
C8 C7 C6 119.6(2) . . ?
C6 C7 H7 120.2 . . ?
C10 C5 C6 117.4(2) . . ?
C10 C5 C4 117.8(2) . . ?
C6 C5 C4 124.8(2) . . ?
O5 C3 N1 124.3(3) . . ?
O5 C3 H3 117.9 . . ?
N1 C3 H3 117.9 . . ?
C7 C6 Br2 115.64(19) . . ?
C7 C6 C5 121.0(2) . . ?
C5 C6 Br2 123.2(2) . . ?
O4 C4 Zn1 46.38(13) . . ?
O4 C4 C5 115.6(2) . . ?
O3 C4 Zn1 76.59(17) . . ?
O3 C4 O4 123.0(3) . . ?
O3 C4 C5 121.4(3) . . ?
C5 C4 Zn1 161.9(2) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
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 C8 1.892(2) . ?
Zn1 O1 2.0024(18) 3_656 ?
Zn1 O2 1.9601(17) 4_666 ?
Zn1 O4 1.948(2) . ?
Zn1 O5 1.966(2) . ?
Zn1 C4 2.593(3) . ?
Br2 C6 1.895(2) . ?
O1 C11 1.250(3) . ?
O2 C11 1.247(3) . ?
O4 C4 1.267(4) . ?
O5 C3 1.250(3) . ?
O3 C4 1.218(4) . ?
N1 C3 1.289(4) . ?
N1 C2 1.458(4) . ?
N1 C1 1.437(5) . ?
C11 C9 1.506(3) . ?
C9 C10 1.379(4) . ?
C9 C8 1.391(3) . ?
C10 H10 0.9300 . ?
C10 C5 1.390(4) . ?
C8 C7 1.375(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.387(4) . ?
C5 C6 1.394(4) . ?
C5 C4 1.509(4) . ?
C3 H3 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
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
Br1 C8 C7 C6 -179.2(2) . . . . ?
Zn1 O1 C11 O2 155.28(19) 3_656 . . . ?
Zn1 O1 C11 C9 -23.0(3) 3_656 . . . ?
Zn1 O2 C11 O1 5.4(4) 4_565 . . . ?
Zn1 O2 C11 C9 -176.25(15) 4_565 . . . ?
Zn1 O4 C4 O3 -0.7(4) . . . . ?
Zn1 O4 C4 C5 -178.15(18) . . . . ?
Zn1 O5 C3 N1 -176.7(2) . . . . ?
O1 C11 C9 C10 95.6(3) . . . . ?
O1 C11 C9 C8 -86.0(3) . . . . ?
O2 C11 C9 C10 -82.8(3) . . . . ?
O2 C11 C9 C8 95.5(3) . . . . ?
C11 C9 C10 C5 178.5(2) . . . . ?
C11 C9 C8 Br1 1.3(3) . . . . ?
C11 C9 C8 C7 -177.6(2) . . . . ?
C9 C10 C5 C6 -1.4(4) . . . . ?
C9 C10 C5 C4 177.4(2) . . . . ?
C9 C8 C7 C6 -0.3(4) . . . . ?
C10 C9 C8 Br1 179.68(18) . . . . ?
C10 C9 C8 C7 0.7(4) . . . . ?
C10 C5 C6 Br2 -174.93(19) . . . . ?
C10 C5 C6 C7 1.8(4) . . . . ?
C10 C5 C4 Zn1 24.6(7) . . . . ?
C10 C5 C4 O4 29.0(4) . . . . ?
C10 C5 C4 O3 -148.5(3) . . . . ?
C8 C9 C10 C5 0.1(4) . . . . ?
C8 C7 C6 Br2 175.9(2) . . . . ?
C8 C7 C6 C5 -1.1(4) . . . . ?
C6 C5 C4 Zn1 -156.6(5) . . . . ?
C6 C5 C4 O4 -152.3(3) . . . . ?
C6 C5 C4 O3 30.2(4) . . . . ?
C4 C5 C6 Br2 6.3(4) . . . . ?
C4 C5 C6 C7 -176.9(3) . . . . ?
C2 N1 C3 O5 -179.4(3) . . . . ?
C1 N1 C3 O5 -0.8(6) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.000 331.0 69.1 ?
2 0.500 0.500 0.500 331.0 69.1 ?
