#------------------------------------------------------------------------------
#$Date: 2021-06-06 19:14:57 +0300 (Sun, 06 Jun 2021) $
#$Revision: 266201 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/23/2022357.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_2022357
loop_
_publ_author_name
'Wang, Li-Fei'
'Liu, Xing-Gui'
'Meng, Mei-Mei'
'Xu, Yong-Kai'
'Zhu, Rui'
'Zhang, Rui'
'Lu, Zhen-Zhong'
'Huang, Wei'
_publ_section_title
;
 Three coordination polymers built by quaternary-ammonium-modified
 isophthalic acid
;
_journal_coeditor_code           OV3146
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              221
_journal_page_last               226
_journal_paper_doi               10.1107/S2053229621003296
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          '[Zn Br (C19 H28 N O5)]'
_chemical_formula_moiety         'C19 H28 Br N O5 Zn'
_chemical_formula_sum            'C19 H28 Br N O5 Zn'
_chemical_formula_weight         495.70
_chemical_name_systematic
Poly[bromido{μ₃-5-[2-(tripropylazaniumyl)ethoxy]benzene-1,3-dicarboxylato}zinc(II)]
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.813(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.5479(7)
_cell_length_b                   14.7949(10)
_cell_length_c                   12.3782(9)
_cell_measurement_reflns_used    9963
_cell_measurement_temperature    290
_cell_measurement_theta_max      34.176
_cell_measurement_theta_min      2.164
_cell_volume                     2083.9(2)
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_collection
;
APEX2 (Bruker, 2015)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXS2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      290
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.746
_diffrn_reflns_theta_min         2.621
_exptl_absorpt_coefficient_mu    3.125
_exptl_absorpt_correction_T_max  0.7472
_exptl_absorpt_correction_T_min  0.4181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2015)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_description       prism
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.717
_refine_diff_density_min         -1.248
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3966
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0355
_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)+(0.0492P)²+2.8010P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.0962
_reflns_number_gt                3523
_reflns_number_total             3966
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ov3146sup1.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 2022355--2022357.cif.'
_cod_database_code               2022357
_cod_database_fobs_code          2022357
_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   0.408
_shelx_estimated_absorpt_t_max   0.560
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
O O5 0.62771(16) 0.03422(12) 0.54057(16) 0.0263(4) Uani d 1 . .
C C1 0.7629(2) -0.05002(17) 0.6674(2) 0.0224(5) Uani d 1 . .
N N1 1.16840(19) 0.24469(15) 0.80952(19) 0.0247(5) Uani d 1 . .
C C2 0.8204(2) 0.02892(17) 0.7077(2) 0.0230(5) Uani d 1 . .
H H2 0.793506 0.084924 0.679920 0.028 Uiso calc 1 . .
C C3 0.8987(3) -0.13799(19) 0.7940(2) 0.0290(6) Uani d 1 . .
C C9 0.9577(2) 0.18023(19) 0.7768(3) 0.0315(6) Uani d 1 . .
H H9A 0.877783 0.198673 0.780298 0.038 Uiso calc 1 . .
H H9B 0.964954 0.173597 0.700304 0.038 Uiso calc 1 . .
C C10 1.0425(2) 0.25082(19) 0.8300(3) 0.0298(6) Uani d 1 . .
H H10A 1.044118 0.248118 0.908518 0.036 Uiso calc 1 . .
H H10B 1.011841 0.309683 0.805254 0.036 Uiso calc 1 . .
C C4 0.8014(2) -0.13318(18) 0.7113(2) 0.0275(6) Uani d 1 . .
H H4 0.761982 -0.185707 0.685258 0.033 Uiso calc 1 . .
O O1 0.98248(19) 0.09652(14) 0.83219(19) 0.0374(5) Uani d 1 . .
C C5 0.9578(2) -0.0601(2) 0.8324(2) 0.0298(6) Uani d 1 . .
H H5 1.023901 -0.063376 0.886931 0.036 Uiso calc 1 . .
C C6 0.6606(2) -0.04292(18) 0.5756(2) 0.0253(6) Uani d 1 . .
C C16 1.2301(2) 0.1595(2) 0.8580(2) 0.0310(6) Uani d 1 . .
H H16A 1.188629 0.107773 0.821950 0.037 Uiso calc 1 . .
H H16B 1.308733 0.158960 0.840231 0.037 Uiso calc 1 . .
C C7 0.9178(2) 0.02309(18) 0.7891(2) 0.0262(6) Uani d 1 . .
C C11 1.1752(3) 0.2412(2) 0.6878(2) 0.0314(6) Uani d 1 . .
H H11A 1.257539 0.239072 0.680621 0.038 Uiso calc 1 . .
H H11B 1.139721 0.184978 0.658536 0.038 Uiso calc 1 . .
C C13 1.2276(2) 0.3291(2) 0.8635(3) 0.0313(6) Uani d 1 . .
H H13A 1.184349 0.381604 0.831575 0.038 Uiso calc 1 . .
H H13B 1.221987 0.327893 0.940759 0.038 Uiso calc 1 . .
C C12 1.1184(4) 0.3172(3) 0.6173(3) 0.0492(9) Uani d 1 . .
H H12A 1.151002 0.374520 0.645730 0.059 Uiso calc 1 . .
H H12B 1.034542 0.317846 0.618245 0.059 Uiso calc 1 . .
C C8 0.9435(3) -0.2274(2) 0.8428(3) 0.0431(7) Uani d 1 . .
C C14 1.3551(3) 0.3409(3) 0.8532(3) 0.0528(10) Uani d 1 . .
H H14A 1.362331 0.345540 0.776457 0.063 Uiso calc 1 . .
H H14B 1.399997 0.288818 0.884093 0.063 Uiso calc 1 . .
C C17 1.2403(4) 0.1467(3) 0.9802(3) 0.0499(9) Uani d 1 . .
H H17A 1.162833 0.149449 1.000526 0.060 Uiso calc 1 . .
H H17B 1.287675 0.194831 1.018348 0.060 Uiso calc 1 . .
C C15 1.4028(4) 0.4256(3) 0.9134(4) 0.0717(14) Uani d 1 . .
H H15A 1.358855 0.477058 0.881770 0.108 Uiso calc 1 . .
H H15B 1.483990 0.432983 0.907311 0.108 Uiso calc 1 . .
H H15C 1.395652 0.420603 0.989319 0.108 Uiso calc 1 . .
C C18 1.2962(4) 0.0564(3) 1.0132(4) 0.0634(11) Uani d 1 . .
H H18A 1.305587 0.049750 1.091343 0.095 Uiso calc 1 . .
H H18B 1.371736 0.053264 0.990847 0.095 Uiso calc 1 . .
H H18C 1.246893 0.008879 0.978367 0.095 Uiso calc 1 . .
O O4 0.61517(19) -0.11582(13) 0.53639(19) 0.0377(5) Uani d 1 . .
O O2 0.8730(3) -0.29053(16) 0.8422(3) 0.0667(8) Uani d 1 . .
O O3 1.0481(3) -0.2357(2) 0.8837(3) 0.0687(8) Uani d 1 . .
C C20 1.1399(4) 0.3041(3) 0.5013(3) 0.0626(11) Uani d 1 . .
H H20A 1.222957 0.304751 0.500619 0.094 Uiso calc 1 . .
H H20B 1.102976 0.352185 0.455846 0.094 Uiso calc 1 . .
H H20C 1.107624 0.247248 0.473613 0.094 Uiso calc 1 . .
Zn Zn1 0.99387(3) -0.38971(2) 0.90243(3) 0.02677(11) Uani d 1 . .
Br Br1 1.04286(3) -0.46593(2) 0.74963(3) 0.04755(13) Uani d 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'
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'
Zn Zn 0.2839 1.4301 '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
Br1 Zn1 O3 . . 106.07(8) ?
Br1 Zn1 C8 . . 107.03(8) ?
O2 Zn1 Br1 . . 106.82(10) ?
O2 Zn1 O3 . . 57.39(11) ?
O2 Zn1 C8 . . 28.79(12) ?
O3 Zn1 C8 . . 28.71(11) ?
O4 Zn1 Br1 4_656 . 117.39(7) ?
O4 Zn1 O2 4_656 . 127.45(12) ?
O4 Zn1 O3 4_656 . 83.21(9) ?
O4 Zn1 O5 4_656 2_646 99.50(9) ?
O4 Zn1 C8 4_656 . 107.28(11) ?
O5 Zn1 Br1 2_646 . 106.91(6) ?
O5 Zn1 O2 2_646 . 93.12(10) ?
O5 Zn1 O3 2_646 . 140.95(10) ?
O5 Zn1 C8 2_646 . 119.23(10) ?
C7 O1 C9 . . 116.8(2) ?
C8 O2 Zn1 . . 97.5(2) ?
C8 O3 Zn1 . . 83.1(2) ?
C6 O4 Zn1 . 4 118.39(19) ?
C6 O5 Zn1 . 2_656 124.98(18) ?
C10 N1 C11 . . 112.3(2) ?
C10 N1 C13 . . 104.4(2) ?
C10 N1 C16 . . 112.4(2) ?
C11 N1 C13 . . 111.5(2) ?
C16 N1 C11 . . 105.2(2) ?
C16 N1 C13 . . 111.2(2) ?
C2 C1 C6 . . 118.7(2) ?
C4 C1 C2 . . 120.1(2) ?
C4 C1 C6 . . 121.2(2) ?
C1 C2 H2 . . 120.4 ?
C7 C2 C1 . . 119.3(2) ?
C7 C2 H2 . . 120.4 ?
C4 C3 C8 . . 121.3(3) ?
C5 C3 C4 . . 120.1(2) ?
C5 C3 C8 . . 118.5(3) ?
C1 C4 H4 . . 120.0 ?
C3 C4 C1 . . 120.0(3) ?
C3 C4 H4 . . 120.0 ?
C3 C5 H5 . . 120.2 ?
C3 C5 C7 . . 119.6(3) ?
C7 C5 H5 . . 120.2 ?
O4 C6 C1 . . 117.1(2) ?
O5 C6 O4 . . 124.3(3) ?
O5 C6 C1 . . 118.6(2) ?
O1 C7 C2 . . 123.8(2) ?
O1 C7 C5 . . 115.3(2) ?
C2 C7 C5 . . 120.9(3) ?
O2 C8 Zn1 . . 53.74(17) ?
O2 C8 C3 . . 118.6(3) ?
O3 C8 Zn1 . . 68.14(19) ?
O3 C8 O2 . . 121.6(3) ?
O3 C8 C3 . . 119.8(3) ?
C3 C8 Zn1 . . 170.9(3) ?
O1 C9 H9A . . 109.8 ?
O1 C9 H9B . . 109.8 ?
O1 C9 C10 . . 109.3(2) ?
H9A C9 H9B . . 108.3 ?
C10 C9 H9A . . 109.8 ?
C10 C9 H9B . . 109.8 ?
N1 C10 H10A . . 108.0 ?
N1 C10 H10B . . 108.0 ?
C9 C10 N1 . . 117.1(2) ?
C9 C10 H10A . . 108.0 ?
C9 C10 H10B . . 108.0 ?
H10A C10 H10B . . 107.3 ?
N1 C11 H11A . . 108.0 ?
N1 C11 H11B . . 108.0 ?
H11A C11 H11B . . 107.2 ?
C12 C11 N1 . . 117.2(3) ?
C12 C11 H11A . . 108.0 ?
C12 C11 H11B . . 108.0 ?
C11 C12 H12A . . 109.8 ?
C11 C12 H12B . . 109.8 ?
C11 C12 C20 . . 109.3(3) ?
H12A C12 H12B . . 108.3 ?
C20 C12 H12A . . 109.8 ?
C20 C12 H12B . . 109.8 ?
N1 C13 H13A . . 108.4 ?
N1 C13 H13B . . 108.4 ?
H13A C13 H13B . . 107.5 ?
C14 C13 N1 . . 115.4(2) ?
C14 C13 H13A . . 108.4 ?
C14 C13 H13B . . 108.4 ?
C13 C14 H14A . . 109.8 ?
C13 C14 H14B . . 109.8 ?
C13 C14 C15 . . 109.4(3) ?
H14A C14 H14B . . 108.2 ?
C15 C14 H14A . . 109.8 ?
C15 C14 H14B . . 109.8 ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15B . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
N1 C16 H16A . . 108.1 ?
N1 C16 H16B . . 108.1 ?
H16A C16 H16B . . 107.3 ?
C17 C16 N1 . . 116.8(2) ?
C17 C16 H16A . . 108.1 ?
C17 C16 H16B . . 108.1 ?
C16 C17 H17A . . 109.7 ?
C16 C17 H17B . . 109.7 ?
C16 C17 C18 . . 109.8(3) ?
H17A C17 H17B . . 108.2 ?
C18 C17 H17A . . 109.7 ?
C18 C17 H17B . . 109.7 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C12 C20 H20A . . 109.5 ?
C12 C20 H20B . . 109.5 ?
C12 C20 H20C . . 109.5 ?
H20A C20 H20B . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
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
Br1 Zn1 . 2.3523(5) ?
Zn1 O2 . 2.075(2) ?
Zn1 O3 . 2.385(3) ?
Zn1 O4 4_656 1.982(2) ?
Zn1 O5 2_646 2.0182(19) ?
Zn1 C8 . 2.551(3) ?
O1 C7 . 1.374(3) ?
O1 C9 . 1.421(3) ?
O2 C8 . 1.239(5) ?
O3 C8 . 1.234(5) ?
O4 C6 . 1.260(3) ?
O5 C6 . 1.256(3) ?
N1 C10 . 1.520(3) ?
N1 C11 . 1.523(4) ?
N1 C13 . 1.523(3) ?
N1 C16 . 1.521(4) ?
C1 C2 . 1.393(4) ?
C1 C4 . 1.387(4) ?
C1 C6 . 1.496(4) ?
C2 H2 . 0.9300 ?
C2 C7 . 1.379(4) ?
C3 C4 . 1.387(4) ?
C3 C5 . 1.381(4) ?
C3 C8 . 1.508(4) ?
C4 H4 . 0.9300 ?
C5 H5 . 0.9300 ?
C5 C7 . 1.390(4) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C9 C10 . 1.505(4) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C11 C12 . 1.504(5) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C12 C20 . 1.512(5) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C13 C14 . 1.509(4) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C14 C15 . 1.513(5) ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C16 C17 . 1.509(5) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C17 C18 . 1.510(5) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
