#------------------------------------------------------------------------------
#$Date: 2019-09-10 02:59:18 +0300 (Tue, 10 Sep 2019) $
#$Revision: 218104 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/41/7124126.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_7124126
loop_
_publ_author_name
'Lama, Prem'
'Hazra, Arpan'
'Barbour, Len'
_publ_section_title
;
 Accordion and layer-sliding motion to produce anomalous thermal expansion
 behaviour in 2D-coordination polymers
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC06634A
_journal_year                    2019
_chemical_formula_sum            'C21 H18 N2 O4 Zn'
_chemical_formula_weight         427.74
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-08-14 deposited with the CCDC.    2019-09-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.7402(16)
_cell_length_b                   16.3576(23)
_cell_length_c                   19.6405(27)
_cell_measurement_reflns_used    9971
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      2.37
_cell_volume                     3771.8(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            50274
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.074
_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_correction_T_min  0.466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.676
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.094
_refine_diff_density_max         0.886
_refine_diff_density_min         -0.613
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3308
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0366
_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)+(0.0400P)²+7.7720P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0996
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2890
_reflns_number_total             3308
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc06634a3.cif
_cod_data_source_block           1_140K
_cod_original_cell_volume        3771.79(19)
_cod_database_code               7124126
_shelx_shelxl_version_number     2016/6
_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   0.466
_shelx_estimated_absorpt_t_max   0.885
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Zn1 Zn 0.03287(3) 0.11095(2) 0.37220(2) 0.02155(13) Uani 1 1 d . .
O1 O -0.01646(19) 0.15594(13) 0.46210(11) 0.0317(5) Uani 1 1 d . .
O2 O 0.1326(2) 0.23054(13) 0.43303(11) 0.0340(5) Uani 1 1 d . .
O3 O 0.0110(2) 0.32384(14) 0.79000(12) 0.0382(6) Uani 1 1 d . .
O4 O 0.1105(3) 0.4260(2) 0.74751(16) 0.0691(9) Uani 1 1 d . .
N1 N 0.1817(2) 0.04788(15) 0.39072(13) 0.0241(5) Uani 1 1 d . .
N2 N 0.9123(2) 0.01921(15) 0.36564(12) 0.0236(5) Uani 1 1 d . .
C1 C 0.0595(3) 0.21026(17) 0.47468(16) 0.0271(7) Uani 1 1 d . .
C2 C 0.0591(3) 0.24767(18) 0.54452(15) 0.0249(6) Uani 1 1 d . .
C3 C 0.1480(3) 0.29925(19) 0.56372(16) 0.0295(7) Uani 1 1 d . .
H3 H 0.207212 0.311453 0.532368 0.035 Uiso 1 1 calc R U
C4 C 0.1500(3) 0.3326(2) 0.62838(16) 0.0336(7) Uani 1 1 d . .
H4 H 0.209154 0.369354 0.640727 0.040 Uiso 1 1 calc R U
C5 C 0.0665(3) 0.3129(2) 0.67518(16) 0.0316(7) Uani 1 1 d . .
C6 C -0.0208(3) 0.26078(19) 0.65674(16) 0.0300(7) Uani 1 1 d . .
H6 H -0.077766 0.246402 0.688961 0.036 Uiso 1 1 calc R U
C7 C -0.0254(3) 0.22940(18) 0.59108(16) 0.0284(7) Uani 1 1 d . .
H7 H -0.087013 0.195132 0.578102 0.034 Uiso 1 1 calc R U
C8 C 0.0662(3) 0.3560(2) 0.74321(19) 0.0436(9) Uani 1 1 d . .
C9 C 0.2808(3) 0.08785(19) 0.39510(17) 0.0304(7) Uani 1 1 d . .
H9 H 0.280155 0.145863 0.392879 0.036 Uiso 1 1 calc R U
C10 C 0.3834(3) 0.04866(19) 0.40266(18) 0.0316(7) Uani 1 1 d . .
H10 H 0.451536 0.079702 0.405826 0.038 Uiso 1 1 calc R U
C11 C 0.3881(3) -0.03515(19) 0.40568(16) 0.0264(7) Uani 1 1 d . .
C12 C 0.2855(3) -0.07706(19) 0.40052(18) 0.0327(7) Uani 1 1 d . .
H12 H 0.284135 -0.135102 0.402077 0.039 Uiso 1 1 calc R U
C13 C 0.1858(3) -0.03339(19) 0.39310(18) 0.0317(7) Uani 1 1 d . .
H13 H 0.116349 -0.062875 0.389511 0.038 Uiso 1 1 calc R U
C14 C 0.5000(3) -0.07922(19) 0.41234(17) 0.0289(7) Uani 1 1 d . .
H14A H 0.494516 -0.119524 0.449795 0.035 Uiso 1 1 calc R U
H14B H 0.560031 -0.039298 0.424515 0.035 Uiso 1 1 calc R U
C15 C 0.5344(3) -0.1234(2) 0.34695(18) 0.0316(7) Uani 1 1 d . .
H15A H 0.536920 -0.083538 0.309054 0.038 Uiso 1 1 calc R U
H15B H 0.476105 -0.165009 0.335803 0.038 Uiso 1 1 calc R U
C16 C 0.6509(3) -0.16519(19) 0.3533(2) 0.0342(8) Uani 1 1 d . .
H16A H 0.651676 -0.200093 0.394431 0.041 Uiso 1 1 calc R U
H16B H 0.663512 -0.200771 0.313185 0.041 Uiso 1 1 calc R U
C17 C 0.7457(3) -0.10325(19) 0.35783(16) 0.0282(7) Uani 1 1 d . .
C18 C 0.7884(3) -0.0764(2) 0.41953(16) 0.0299(7) Uani 1 1 d . .
H18 H 0.761321 -0.099940 0.460697 0.036 Uiso 1 1 calc R U
C19 C 0.8697(3) -0.01586(19) 0.42175(15) 0.0270(7) Uani 1 1 d . .
H19 H 0.896706 0.001806 0.464904 0.032 Uiso 1 1 calc R U
C20 C 0.8721(3) -0.0074(2) 0.30560(16) 0.0342(8) Uani 1 1 d . .
H20 H 0.901363 0.016121 0.264981 0.041 Uiso 1 1 calc R U
C21 C 0.7903(3) -0.0673(2) 0.30045(17) 0.0369(8) Uani 1 1 d . .
H21 H 0.764334 -0.084040 0.256800 0.044 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 0.0033 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'
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
O3 Zn1 O1 119.44(10) 8_565 .
O3 Zn1 N1 122.05(10) 8_565 .
O1 Zn1 N1 105.91(10) . .
O3 Zn1 N2 104.79(10) 8_565 1_455
O1 Zn1 N2 97.12(9) . 1_455
N1 Zn1 N2 103.20(10) . 1_455
C1 O1 Zn1 102.94(19) . .
C8 O3 Zn1 108.2(2) . 8_566
C13 N1 C9 117.0(3) . .
C13 N1 Zn1 122.5(2) . .
C9 N1 Zn1 120.3(2) . .
C19 N2 C20 116.9(3) . .
C19 N2 Zn1 121.0(2) . 1_655
C20 N2 Zn1 122.1(2) . 1_655
O2 C1 O1 122.9(3) . .
O2 C1 C2 119.9(3) . .
O1 C1 C2 117.1(3) . .
C7 C2 C3 119.3(3) . .
C7 C2 C1 121.2(3) . .
C3 C2 C1 119.4(3) . .
C4 C3 C2 120.0(3) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
C5 C4 C3 120.5(3) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
C6 C5 C4 119.7(3) . .
C6 C5 C8 121.2(3) . .
C4 C5 C8 118.8(3) . .
C5 C6 C7 120.0(3) . .
C5 C6 H6 120.0 . .
C7 C6 H6 120.0 . .
C2 C7 C6 120.5(3) . .
C2 C7 H7 119.8 . .
C6 C7 H7 119.8 . .
O3 C8 O4 123.4(3) . .
O3 C8 C5 117.3(3) . .
O4 C8 C5 118.8(3) . .
N1 C9 C10 122.8(3) . .
N1 C9 H9 118.6 . .
C10 C9 H9 118.6 . .
C9 C10 C11 120.4(3) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C10 C11 C12 117.1(3) . .
C10 C11 C14 121.1(3) . .
C12 C11 C14 121.8(3) . .
C13 C12 C11 119.2(3) . .
C13 C12 H12 120.4 . .
C11 C12 H12 120.4 . .
N1 C13 C12 123.5(3) . .
N1 C13 H13 118.3 . .
C12 C13 H13 118.3 . .
C11 C14 C15 112.6(3) . .
C11 C14 H14A 109.1 . .
C15 C14 H14A 109.1 . .
C11 C14 H14B 109.1 . .
C15 C14 H14B 109.1 . .
H14A C14 H14B 107.8 . .
C14 C15 C16 112.3(3) . .
C14 C15 H15A 109.2 . .
C16 C15 H15A 109.2 . .
C14 C15 H15B 109.2 . .
C16 C15 H15B 109.2 . .
H15A C15 H15B 107.9 . .
C17 C16 C15 111.3(3) . .
C17 C16 H16A 109.4 . .
C15 C16 H16A 109.4 . .
C17 C16 H16B 109.4 . .
C15 C16 H16B 109.4 . .
H16A C16 H16B 108.0 . .
C21 C17 C18 116.4(3) . .
C21 C17 C16 121.3(3) . .
C18 C17 C16 122.2(3) . .
C19 C18 C17 120.5(3) . .
C19 C18 H18 119.8 . .
C17 C18 H18 119.8 . .
N2 C19 C18 122.8(3) . .
N2 C19 H19 118.6 . .
C18 C19 H19 118.6 . .
N2 C20 C21 122.7(3) . .
N2 C20 H20 118.6 . .
C21 C20 H20 118.6 . .
C17 C21 C20 120.7(3) . .
C17 C21 H21 119.7 . .
C20 C21 H21 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O3 1.952(2) 8_565
Zn1 O1 1.999(2) .
Zn1 N1 2.061(2) .
Zn1 N2 2.067(3) 1_455
O1 C1 1.283(4) .
O2 C1 1.231(4) .
O3 C8 1.241(4) .
O4 C8 1.261(5) .
N1 C13 1.331(4) .
N1 C9 1.337(4) .
N2 C19 1.339(4) .
N2 C20 1.342(4) .
C1 C2 1.502(4) .
C2 C7 1.382(4) .
C2 C3 1.394(4) .
C3 C4 1.383(4) .
C3 H3 0.9500 .
C4 C5 1.382(5) .
C4 H4 0.9500 .
C5 C6 1.382(5) .
C5 C8 1.510(5) .
C6 C7 1.389(5) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C9 C10 1.372(5) .
C9 H9 0.9500 .
C10 C11 1.373(4) .
C10 H10 0.9500 .
C11 C12 1.389(4) .
C11 C14 1.505(4) .
C12 C13 1.379(4) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 C15 1.528(5) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.533(4) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.508(4) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C21 1.374(5) .
C17 C18 1.383(5) .
C18 C19 1.376(4) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C20 C21 1.376(5) .
C20 H20 0.9500 .
C21 H21 0.9500 .
