#------------------------------------------------------------------------------
#$Date: 2019-08-14 06:34:11 +0300 (Wed, 14 Aug 2019) $
#$Revision: 217523 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/33/7233386.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_7233386
loop_
_publ_author_name
'He, Zimo'
'Zhao, Xi'
'Pan, Xinbo'
'Li, Yuanyuan'
'Wang, XiaoXiao'
'Xu, Haitao'
'Xu, Zhenliang'
_publ_section_title
;
 Ligand geometry controlling Zn-MOF partial structures for their catalytic
 performance in Knoevenagel condensation
;
_journal_issue                   43
_journal_name_full               'RSC Advances'
_journal_page_first              25170
_journal_paper_doi               10.1039/C9RA04499J
_journal_volume                  9
_journal_year                    2019
_chemical_formula_sum            'C23 H21 N5 O7 Zn'
_chemical_formula_weight         544.82
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2019-05-18 deposited with the CCDC.    2019-07-30 downloaded from the CCDC.
;
_cell_angle_alpha                104.460(9)
_cell_angle_beta                 101.001(9)
_cell_angle_gamma                102.349(6)
_cell_formula_units_Z            2
_cell_length_a                   8.585(5)
_cell_length_b                   10.181(6)
_cell_length_c                   14.860(12)
_cell_measurement_reflns_used    4041
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.51
_cell_volume                     1186.9(14)
_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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0165
_diffrn_reflns_av_sigmaI/netI    0.0264
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6078
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    1.089
_exptl_absorpt_correction_T_max  0.8989
_exptl_absorpt_correction_T_min  0.8450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.818
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         4117
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0483P)²+1.4654P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.0972
_reflns_number_gt                3783
_reflns_number_total             4117
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9ra04499j2.cif
_cod_data_source_block           161201a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7233386
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.49581(4) 0.09146(3) 0.64941(2) 0.02988(12) Uani 1 1 d .
C1 C 0.4259(3) 0.3205(3) 0.61979(19) 0.0303(6) Uani 1 1 d .
C2 C 0.3590(3) 0.4171(3) 0.57184(18) 0.0275(5) Uani 1 1 d .
C3 C 0.4308(3) 0.5617(3) 0.60872(18) 0.0283(5) Uani 1 1 d .
H3 H 0.5193 0.5971 0.6632 0.034 Uiso 1 1 calc R
C4 C 0.3730(3) 0.6539(3) 0.56576(18) 0.0284(5) Uani 1 1 d .
C5 C 0.2395(3) 0.6021(3) 0.48546(19) 0.0304(6) Uani 1 1 d .
H5 H 0.1978 0.6628 0.4564 0.036 Uiso 1 1 calc R
C6 C 0.1699(3) 0.4578(3) 0.44974(19) 0.0310(6) Uani 1 1 d .
C7 C 0.2278(3) 0.3636(3) 0.49020(19) 0.0320(6) Uani 1 1 d .
H7 H 0.1802 0.2669 0.4634 0.038 Uiso 1 1 calc R
C8 C 0.4577(4) 0.8102(3) 0.60849(19) 0.0333(6) Uani 1 1 d .
C9 C 0.4953(3) 0.2097(3) 0.85661(19) 0.0338(6) Uani 1 1 d .
H9 H 0.5643 0.2903 0.8519 0.041 Uiso 1 1 calc R
C10 C 0.4675(3) 0.2115(3) 0.9456(2) 0.0373(6) Uani 1 1 d .
C11 C 0.3614(5) 0.0920(4) 0.9503(3) 0.0604(10) Uani 1 1 d .
H11 H 0.3378 0.0879 1.0082 0.072 Uiso 1 1 calc R
C12 C 0.2907(5) -0.0216(4) 0.8679(3) 0.0685(12) Uani 1 1 d .
H12 H 0.2186 -0.1024 0.8702 0.082 Uiso 1 1 calc R
C13 C 0.3267(4) -0.0149(3) 0.7837(2) 0.0475(8) Uani 1 1 d .
H13 H 0.2786 -0.0923 0.7290 0.057 Uiso 1 1 calc R
C14 C 0.5538(4) 0.3354(3) 1.0312(2) 0.0401(7) Uani 1 1 d .
C15 C 0.4913(6) 0.3563(4) 1.1193(3) 0.0782(13) Uani 1 1 d .
H15A H 0.5306 0.3003 1.1569 0.117 Uiso 1 1 calc R
H15B H 0.3729 0.3282 1.1010 0.117 Uiso 1 1 calc R
H15C H 0.5303 0.4541 1.1567 0.117 Uiso 1 1 calc R
C16 C 0.9118(3) 0.5491(3) 1.14090(19) 0.0356(6) Uani 1 1 d .
C17 C 1.0019(4) 0.4421(4) 1.1117(3) 0.0555(9) Uani 1 1 d .
H17A H 0.9288 0.3629 1.0601 0.083 Uiso 1 1 calc R
H17B H 1.0407 0.4110 1.1655 0.083 Uiso 1 1 calc R
H17C H 1.0942 0.4834 1.0905 0.083 Uiso 1 1 calc R
C18 C 0.9983(3) 0.6806(3) 1.22244(19) 0.0328(6) Uani 1 1 d .
C19 C 1.1679(3) 0.7248(3) 1.25222(19) 0.0330(6) Uani 1 1 d .
H19 H 1.2268 0.6700 1.2208 0.040 Uiso 1 1 calc R
C20 C 1.1699(4) 0.9202(3) 1.3714(2) 0.0374(6) Uani 1 1 d .
H20 H 1.2277 1.0025 1.4209 0.045 Uiso 1 1 calc R
C21 C 0.9995(4) 0.8804(3) 1.3484(2) 0.0454(7) Uani 1 1 d .
H21 H 0.9435 0.9340 1.3833 0.055 Uiso 1 1 calc R
C22 C 0.9127(4) 0.7602(3) 1.2730(2) 0.0421(7) Uani 1 1 d .
H22 H 0.7979 0.7331 1.2563 0.051 Uiso 1 1 calc R
C23 C 0.2463(8) 0.0174(11) 0.1350(4) 0.156(4) Uani 1 1 d .
H23A H 0.3058 0.0911 0.1147 0.234 Uiso 1 1 calc R
H23B H 0.2466 -0.0726 0.0950 0.234 Uiso 1 1 calc R
H23C H 0.2983 0.0289 0.2007 0.234 Uiso 1 1 calc R
N1 N 0.4290(3) 0.0995(2) 0.77686(16) 0.0334(5) Uani 1 1 d .
N2 N 0.6821(3) 0.4173(3) 1.02357(17) 0.0434(6) Uani 1 1 d .
N3 N 0.7614(3) 0.5368(3) 1.10208(17) 0.0429(6) Uani 1 1 d .
N4 N 1.2534(3) 0.8429(2) 1.32412(15) 0.0319(5) Uani 1 1 d .
N5 N 0.0279(3) 0.4010(3) 0.36467(18) 0.0438(6) Uani 1 1 d .
O1 O 0.3699(2) 0.18807(18) 0.57578(14) 0.0367(4) Uani 1 1 d .
O2 O 0.5295(3) 0.3704(2) 0.69826(14) 0.0449(5) Uani 1 1 d .
O3 O 0.5793(3) 0.8502(2) 0.67737(16) 0.0520(6) Uani 1 1 d .
O4 O 0.3934(3) 0.89225(18) 0.57114(14) 0.0373(5) Uani 1 1 d .
O5 O -0.0425(3) 0.4819(3) 0.33911(17) 0.0578(6) Uani 1 1 d .
O6 O -0.0147(4) 0.2754(3) 0.3246(2) 0.0883(11) Uani 1 1 d .
O1W O 0.1246(10) 0.0228(15) 0.1290(5) 0.305(7) Uani 1 1 d .
H1W H 0.0623 -0.0448 0.0849 0.458 Uiso 1 1 calc R
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
O1 Zn1 O4 101.08(9) . 1_545
O1 Zn1 N4 116.34(9) . 2_767
O4 Zn1 N4 115.06(9) 1_545 2_767
O1 Zn1 N1 110.18(9) . .
O4 Zn1 N1 103.05(9) 1_545 .
N4 Zn1 N1 110.08(9) 2_767 .
O2 C1 O1 123.6(2) . .
O2 C1 C2 119.6(2) . .
O1 C1 C2 116.8(2) . .
C3 C2 C7 119.7(2) . .
C3 C2 C1 119.6(2) . .
C7 C2 C1 120.7(2) . .
C2 C3 C4 121.1(2) . .
C2 C3 H3 119.4 . .
C4 C3 H3 119.4 . .
C3 C4 C5 119.8(2) . .
C3 C4 C8 118.7(2) . .
C5 C4 C8 121.5(2) . .
C6 C5 C4 118.2(2) . .
C6 C5 H5 120.9 . .
C4 C5 H5 120.9 . .
C5 C6 C7 123.0(2) . .
C5 C6 N5 119.0(2) . .
C7 C6 N5 118.1(2) . .
C6 C7 C2 118.2(2) . .
C6 C7 H7 120.9 . .
C2 C7 H7 120.9 . .
O3 C8 O4 124.3(2) . .
O3 C8 C4 118.9(2) . .
O4 C8 C4 116.7(2) . .
N1 C9 C10 124.2(3) . .
N1 C9 H9 117.9 . .
C10 C9 H9 117.9 . .
C11 C10 C9 116.9(3) . .
C11 C10 C14 122.7(3) . .
C9 C10 C14 120.4(3) . .
C10 C11 C12 119.3(3) . .
C10 C11 H11 120.4 . .
C12 C11 H11 120.4 . .
C13 C12 C11 119.9(3) . .
C13 C12 H12 120.0 . .
C11 C12 H12 120.0 . .
N1 C13 C12 122.2(3) . .
N1 C13 H13 118.9 . .
C12 C13 H13 118.9 . .
N2 C14 C10 115.6(3) . .
N2 C14 C15 124.2(3) . .
C10 C14 C15 120.2(3) . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N3 C16 C18 115.7(3) . .
N3 C16 C17 124.7(3) . .
C18 C16 C17 119.6(3) . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C19 C18 C22 117.3(3) . .
C19 C18 C16 120.7(2) . .
C22 C18 C16 122.0(3) . .
N4 C19 C18 123.7(3) . .
N4 C19 H19 118.2 . .
C18 C19 H19 118.2 . .
N4 C20 C21 121.4(3) . .
N4 C20 H20 119.3 . .
C21 C20 H20 119.3 . .
C20 C21 C22 119.6(3) . .
C20 C21 H21 120.2 . .
C22 C21 H21 120.2 . .
C21 C22 C18 119.4(3) . .
C21 C22 H22 120.3 . .
C18 C22 H22 120.3 . .
O1W C23 H23A 109.5 . .
O1W C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
O1W C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C13 N1 C9 117.6(3) . .
C13 N1 Zn1 119.19(19) . .
C9 N1 Zn1 122.94(19) . .
C14 N2 N3 116.3(2) . .
C16 N3 N2 115.9(2) . .
C19 N4 C20 118.5(2) . .
C19 N4 Zn1 119.58(19) . 2_767
C20 N4 Zn1 121.67(19) . 2_767
O6 N5 O5 123.2(3) . .
O6 N5 C6 118.3(2) . .
O5 N5 C6 118.5(2) . .
C1 O1 Zn1 107.17(17) . .
C8 O4 Zn1 110.94(17) . 1_565
C23 O1W H1W 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.968(2) .
Zn1 O4 1.977(2) 1_545
Zn1 N4 2.041(3) 2_767
Zn1 N1 2.069(3) .
C1 O2 1.235(3) .
C1 O1 1.280(3) .
C1 C2 1.497(3) .
C2 C3 1.388(4) .
C2 C7 1.387(4) .
C3 C4 1.383(4) .
C3 H3 0.9300 .
C4 C5 1.386(4) .
C4 C8 1.513(4) .
C5 C6 1.382(4) .
C5 H5 0.9300 .
C6 C7 1.381(4) .
C6 N5 1.471(4) .
C7 H7 0.9300 .
C8 O3 1.227(3) .
C8 O4 1.274(3) .
C9 N1 1.339(3) .
C9 C10 1.384(4) .
C9 H9 0.9300 .
C10 C11 1.381(5) .
C10 C14 1.482(4) .
C11 C12 1.383(5) .
C11 H11 0.9300 .
C12 C13 1.359(5) .
C12 H12 0.9300 .
C13 N1 1.339(4) .
C13 H13 0.9300 .
C14 N2 1.274(4) .
C14 C15 1.492(5) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 N3 1.275(4) .
C16 C18 1.494(4) .
C16 C17 1.493(4) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.376(4) .
C18 C22 1.387(4) .
C19 N4 1.344(3) .
C19 H19 0.9300 .
C20 N4 1.336(4) .
C20 C21 1.381(4) .
C20 H20 0.9300 .
C21 C22 1.384(4) .
C21 H21 0.9300 .
C22 H22 0.9300 .
C23 O1W 1.046(8) .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
N2 N3 1.392(3) .
N4 Zn1 2.041(3) 2_767
N5 O6 1.208(3) .
N5 O5 1.212(3) .
O4 Zn1 1.977(2) 1_565
O1W H1W 0.8200 .
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_4
O2 C1 C2 C3 9.3(4) . .
O1 C1 C2 C3 -171.0(2) . .
O2 C1 C2 C7 -171.7(3) . .
O1 C1 C2 C7 8.0(4) . .
C7 C2 C3 C4 0.4(4) . .
C1 C2 C3 C4 179.5(2) . .
C2 C3 C4 C5 1.1(4) . .
C2 C3 C4 C8 -179.2(2) . .
C3 C4 C5 C6 -1.2(4) . .
C8 C4 C5 C6 179.2(2) . .
C4 C5 C6 C7 -0.3(4) . .
C4 C5 C6 N5 179.9(2) . .
C5 C6 C7 C2 1.8(4) . .
N5 C6 C7 C2 -178.4(2) . .
C3 C2 C7 C6 -1.8(4) . .
C1 C2 C7 C6 179.2(2) . .
C3 C4 C8 O3 3.1(4) . .
C5 C4 C8 O3 -177.2(3) . .
C3 C4 C8 O4 -175.0(2) . .
C5 C4 C8 O4 4.6(4) . .
N1 C9 C10 C11 -1.5(5) . .
N1 C9 C10 C14 176.4(3) . .
C9 C10 C11 C12 0.5(5) . .
C14 C10 C11 C12 -177.4(4) . .
C10 C11 C12 C13 0.4(7) . .
C11 C12 C13 N1 -0.4(6) . .
C11 C10 C14 N2 159.3(3) . .
C9 C10 C14 N2 -18.5(4) . .
C11 C10 C14 C15 -19.6(5) . .
C9 C10 C14 C15 162.6(3) . .
N3 C16 C18 C19 -161.9(3) . .
C17 C16 C18 C19 19.3(4) . .
N3 C16 C18 C22 20.1(4) . .
C17 C16 C18 C22 -158.7(3) . .
C22 C18 C19 N4 -2.9(4) . .
C16 C18 C19 N4 179.1(2) . .
N4 C20 C21 C22 -1.9(5) . .
C20 C21 C22 C18 0.8(5) . .
C19 C18 C22 C21 1.4(4) . .
C16 C18 C22 C21 179.5(3) . .
C12 C13 N1 C9 -0.6(5) . .
C12 C13 N1 Zn1 173.4(3) . .
C10 C9 N1 C13 1.5(4) . .
C10 C9 N1 Zn1 -172.2(2) . .
O1 Zn1 N1 C13 102.1(2) . .
O4 Zn1 N1 C13 -5.1(2) 1_545 .
N4 Zn1 N1 C13 -128.3(2) 2_767 .
O1 Zn1 N1 C9 -84.3(2) . .
O4 Zn1 N1 C9 168.5(2) 1_545 .
N4 Zn1 N1 C9 45.3(2) 2_767 .
C10 C14 N2 N3 177.8(3) . .
C15 C14 N2 N3 -3.3(5) . .
C18 C16 N3 N2 177.5(2) . .
C17 C16 N3 N2 -3.7(5) . .
C14 N2 N3 C16 121.1(3) . .
C18 C19 N4 C20 1.9(4) . .
C18 C19 N4 Zn1 -172.8(2) . 2_767
C21 C20 N4 C19 0.6(4) . .
C21 C20 N4 Zn1 175.2(2) . 2_767
C5 C6 N5 O6 168.0(3) . .
C7 C6 N5 O6 -11.9(4) . .
C5 C6 N5 O5 -13.3(4) . .
C7 C6 N5 O5 166.9(3) . .
O2 C1 O1 Zn1 -5.8(3) . .
C2 C1 O1 Zn1 174.49(18) . .
O4 Zn1 O1 C1 -179.83(17) 1_545 .
N4 Zn1 O1 C1 -54.5(2) 2_767 .
N1 Zn1 O1 C1 71.68(19) . .
O3 C8 O4 Zn1 -7.8(4) . 1_565
C4 C8 O4 Zn1 170.20(18) . 1_565
