#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:52:29 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179676 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/28/4512890.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_4512890
loop_
_publ_author_name
'Yang, Jin-Xia'
'Qin, Ye-Yan'
'Cheng, Jian-Kai'
'Zhang, Xin'
'Yao, Yuan-Gen'
_publ_section_title
;
 Construction of a Series of Zn(II) Compounds with Different Entangle
 Motifs by Varying Flexible Aliphatic Dicarboxylic Acids
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2223
_journal_paper_doi               10.1021/cg501879w
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C19 H20 N4 O4 Zn, 2(H2 O)'
_chemical_formula_sum            'C19 H24 N4 O6 Zn'
_chemical_formula_weight         469.81
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.989(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3002(6)
_cell_length_b                   14.1298(11)
_cell_length_c                   14.8628(13)
_cell_measurement_reflns_used    2090
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.1325
_cell_measurement_theta_min      2.4778
_cell_volume                     2115.9(3)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega 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  0.0688
_diffrn_reflns_av_sigmaI/netI    0.1148
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8084
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.48
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.204
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85893
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             976.0
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.042
_refine_diff_density_min         -1.152
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3709
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0512
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0778P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1854
_reflns_number_gt                2244
_reflns_number_total             3709
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg501879w_si_002.cif
_cod_data_source_block           Compound-4
_cod_depositor_comments
'Adding full bibliography for 4512887--4512892.cif.'
_cod_original_cell_volume        2116.0(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4512890
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 1.75091(5) 0.67740(4) 0.01914(5) 0.0411(3) Uani 1 1 d .
C1 C 1.5013(4) 0.7216(4) 0.0356(4) 0.0379(12) Uani 1 1 d .
C2 C 1.3785(4) 0.7807(4) 0.0322(4) 0.0383(12) Uani 1 1 d .
H2A H 1.3692 0.8244 -0.0191 0.046 Uiso 1 1 calc R
H2B H 1.3894 0.8178 0.0882 0.046 Uiso 1 1 calc R
C3 C 1.2528(3) 0.7221(4) 0.0219(3) 0.0369(13) Uani 1 1 d .
H3A H 1.2598 0.6813 0.0752 0.044 Uiso 1 1 calc R
H3B H 1.2451 0.6819 -0.0319 0.044 Uiso 1 1 calc R
C4 C 1.1273(4) 0.7820(4) 0.0122(4) 0.0446(13) Uani 1 1 d .
H4A H 1.1174 0.8203 -0.0429 0.053 Uiso 1 1 calc R
H4B H 1.1366 0.8245 0.0644 0.053 Uiso 1 1 calc R
C5 C 1.0023(4) 0.7219(4) 0.0070(4) 0.0374(12) Uani 1 1 d .
C6 C 1.7698(5) 0.5993(5) 0.2113(4) 0.0561(16) Uani 1 1 d .
H6A H 1.7233 0.6498 0.2295 0.067 Uiso 1 1 calc R
C7 C 1.8180(5) 0.5258(5) 0.2651(4) 0.0622(17) Uani 1 1 d .
H7A H 1.8122 0.5160 0.3260 0.075 Uiso 1 1 calc R
C8 C 1.8640(4) 0.5090(4) 0.1284(3) 0.0420(13) Uani 1 1 d .
H8A H 1.8962 0.4839 0.0795 0.050 Uiso 1 1 calc R
C9 C 1.9361(5) 0.3749(4) 0.2378(4) 0.0629(17) Uani 1 1 d .
H9A H 1.9890 0.3790 0.2998 0.075 Uiso 1 1 calc R
H9B H 1.9955 0.3589 0.1973 0.075 Uiso 1 1 calc R
C10 C 1.8372(5) 0.2957(4) 0.2346(3) 0.0455(14) Uani 1 1 d .
C11 C 1.8844(5) 0.2056(5) 0.2533(4) 0.0601(17) Uani 1 1 d .
H11A H 1.9756 0.1954 0.2669 0.072 Uiso 1 1 calc R
C12 C 1.7997(5) 0.1296(5) 0.2525(4) 0.0635(18) Uani 1 1 d .
H12A H 1.8344 0.0692 0.2657 0.076 Uiso 1 1 calc R
C13 C 1.6618(5) 0.1429(5) 0.2319(4) 0.0515(15) Uani 1 1 d .
C14 C 1.6154(5) 0.2330(4) 0.2119(4) 0.0574(16) Uani 1 1 d .
H14A H 1.5242 0.2433 0.1977 0.069 Uiso 1 1 calc R
C15 C 1.6992(5) 0.3081(4) 0.2121(4) 0.0593(17) Uani 1 1 d .
H15A H 1.6642 0.3681 0.1972 0.071 Uiso 1 1 calc R
C16 C 1.5649(6) 0.0637(5) 0.2322(5) 0.075(2) Uani 1 1 d .
H16A H 1.4938 0.0863 0.2603 0.090 Uiso 1 1 calc R
H16B H 1.5261 0.0471 0.1690 0.090 Uiso 1 1 calc R
C17 C 1.7296(5) -0.1542(5) 0.3168(4) 0.0591(16) Uani 1 1 d .
H17A H 1.7746 -0.2106 0.3130 0.071 Uiso 1 1 calc R
C18 C 1.6842(5) -0.0953(5) 0.2464(4) 0.0605(18) Uani 1 1 d .
H18A H 1.6934 -0.1028 0.1859 0.073 Uiso 1 1 calc R
C19 C 1.6326(4) -0.0388(4) 0.3700(4) 0.0443(13) Uani 1 1 d .
H19A H 1.5980 0.0001 0.4098 0.053 Uiso 1 1 calc R
O1 O 1.6099(3) 0.7674(3) 0.0346(3) 0.0465(10) Uani 1 1 d .
O1W O 1.6211(4) 0.9575(3) -0.0009(4) 0.0956(18) Uani 1 1 d D
H1WA H 1.5996 0.9177 -0.0218 0.115 Uiso 1 1 d RD
H1WB H 1.5873 1.0114 -0.0164 0.115 Uiso 1 1 d RD
O2 O 1.4985(3) 0.6352(3) 0.0387(3) 0.0629(12) Uani 1 1 d .
O2W O 1.8934(4) 0.9621(3) 0.0277(4) 0.112(2) Uani 1 1 d .
H2WA H 1.8098 0.9651 0.0086 0.135 Uiso 1 1 d R
H2WB H 1.9139 0.9067 0.0130 0.135 Uiso 1 1 d R
O3 O 1.0025(3) 0.6371(3) -0.0081(3) 0.0575(11) Uani 1 1 d .
O4 O 0.8982(3) 0.7671(3) 0.0192(3) 0.0522(10) Uani 1 1 d .
N1 N 1.7986(4) 0.5894(3) 0.1257(3) 0.0426(11) Uani 1 1 d .
N2 N 1.8779(4) 0.4681(3) 0.2114(3) 0.0480(12) Uani 1 1 d .
N3 N 1.6987(4) -0.1175(3) 0.3951(3) 0.0415(10) Uani 1 1 d .
N4 N 1.6216(4) -0.0217(4) 0.2806(3) 0.0519(12) Uani 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'
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
O4 Zn1 O1 99.75(15) 1_655 .
O4 Zn1 N1 109.72(16) 1_655 .
O1 Zn1 N1 111.95(15) . .
O4 Zn1 N3 109.36(16) 1_655 4_565
O1 Zn1 N3 108.43(15) . 4_565
N1 Zn1 N3 116.34(18) . 4_565
O2 C1 O1 121.9(4) . .
O2 C1 C2 121.9(4) . .
O1 C1 C2 116.3(4) . .
C1 C2 C3 113.2(4) . .
C1 C2 H2A 108.9 . .
C3 C2 H2A 108.9 . .
C1 C2 H2B 108.9 . .
C3 C2 H2B 108.9 . .
H2A C2 H2B 107.8 . .
C2 C3 C4 113.2(5) . .
C2 C3 H3A 108.9 . .
C4 C3 H3A 108.9 . .
C2 C3 H3B 108.9 . .
C4 C3 H3B 108.9 . .
H3A C3 H3B 107.7 . .
C3 C4 C5 112.6(4) . .
C3 C4 H4A 109.1 . .
C5 C4 H4A 109.1 . .
C3 C4 H4B 109.1 . .
C5 C4 H4B 109.1 . .
H4A C4 H4B 107.8 . .
O3 C5 O4 123.0(4) . .
O3 C5 C4 121.4(4) . .
O4 C5 C4 115.6(4) . .
C7 C6 N1 110.5(5) . .
C7 C6 H6A 124.8 . .
N1 C6 H6A 124.8 . .
C6 C7 N2 105.6(5) . .
C6 C7 H7A 127.2 . .
N2 C7 H7A 127.2 . .
N1 C8 N2 110.8(5) . .
N1 C8 H8A 124.6 . .
N2 C8 H8A 124.6 . .
N2 C9 C10 115.0(4) . .
N2 C9 H9A 108.5 . .
C10 C9 H9A 108.5 . .
N2 C9 H9B 108.5 . .
C10 C9 H9B 108.5 . .
H9A C9 H9B 107.5 . .
C11 C10 C15 117.6(5) . .
C11 C10 C9 118.3(5) . .
C15 C10 C9 124.1(5) . .
C10 C11 C12 121.5(5) . .
C10 C11 H11A 119.2 . .
C12 C11 H11A 119.2 . .
C11 C12 C13 120.5(6) . .
C11 C12 H12A 119.8 . .
C13 C12 H12A 119.8 . .
C14 C13 C12 117.6(6) . .
C14 C13 C16 119.4(5) . .
C12 C13 C16 123.0(6) . .
C15 C14 C13 121.9(5) . .
C15 C14 H14A 119.1 . .
C13 C14 H14A 119.1 . .
C14 C15 C10 120.8(6) . .
C14 C15 H15A 119.6 . .
C10 C15 H15A 119.6 . .
N4 C16 C13 114.8(5) . .
N4 C16 H16A 108.6 . .
C13 C16 H16A 108.6 . .
N4 C16 H16B 108.6 . .
C13 C16 H16B 108.6 . .
H16A C16 H16B 107.6 . .
C18 C17 N3 108.8(5) . .
C18 C17 H17A 125.6 . .
N3 C17 H17A 125.6 . .
C17 C18 N4 107.2(5) . .
C17 C18 H18A 126.4 . .
N4 C18 H18A 126.4 . .
N3 C19 N4 111.5(5) . .
N3 C19 H19A 124.2 . .
N4 C19 H19A 124.2 . .
C1 O1 Zn1 109.6(3) . .
H1WA O1W H1WB 124.0 . .
H2WA O2W H2WB 104.4 . .
C5 O4 Zn1 110.0(3) . 1_455
C8 N1 C6 105.4(5) . .
C8 N1 Zn1 127.1(4) . .
C6 N1 Zn1 127.5(4) . .
C8 N2 C7 107.7(5) . .
C8 N2 C9 126.3(5) . .
C7 N2 C9 125.8(5) . .
C19 N3 C17 106.1(5) . .
C19 N3 Zn1 130.0(4) . 4_566
C17 N3 Zn1 123.9(4) . 4_566
C19 N4 C18 106.4(5) . .
C19 N4 C16 125.6(5) . .
C18 N4 C16 127.7(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 1.977(3) 1_655
Zn1 O1 1.980(3) .
Zn1 N1 1.992(4) .
Zn1 N3 1.998(4) 4_565
C1 O2 1.222(7) .
C1 O1 1.295(5) .
C1 C2 1.508(6) .
C2 C3 1.518(6) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.527(6) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.530(6) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 O3 1.220(6) .
C5 O4 1.293(5) .
C6 C7 1.341(8) .
C6 N1 1.373(6) .
C6 H6A 0.9300 .
C7 N2 1.373(7) .
C7 H7A 0.9300 .
C8 N1 1.318(6) .
C8 N2 1.342(6) .
C8 H8A 0.9300 .
C9 N2 1.467(7) .
C9 C10 1.507(8) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.371(8) .
C10 C15 1.402(7) .
C11 C12 1.382(8) .
C11 H11A 0.9300 .
C12 C13 1.402(7) .
C12 H12A 0.9300 .
C13 C14 1.370(8) .
C13 C16 1.500(8) .
C14 C15 1.367(8) .
C14 H14A 0.9300 .
C15 H15A 0.9300 .
C16 N4 1.464(7) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 C18 1.342(8) .
C17 N3 1.371(7) .
C17 H17A 0.9300 .
C18 N4 1.375(7) .
C18 H18A 0.9300 .
C19 N3 1.317(6) .
C19 N4 1.332(7) .
C19 H19A 0.9300 .
O1W H1WA 0.6580 .
O1W H1WB 0.8501 .
O2W H2WA 0.8499 .
O2W H2WB 0.8500 .
O4 Zn1 1.977(3) 1_455
N3 Zn1 1.998(4) 4_566
