#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:25:46 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179578 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/43/4504326.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_4504326
loop_
_publ_author_name
'He, Jun'
'Zhang, Jing-Xiang'
'Tan, Gui-Ping'
'Yin, Ye-Gao'
'Zhang, Dan'
'Hu, Mei-Hong'
_publ_section_title
;
 Second Ligand-Directed Assembly of Photoluminescent Zn(II) Coordination
 Frameworks
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1508
_journal_paper_doi               10.1021/cg070320v
_journal_volume                  7
_journal_year                    2007
_chemical_formula_sum            'C14 H15 N4 O2 Zn'
_chemical_formula_weight         336.67
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           17
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c 2'
_symmetry_space_group_name_H-M   'P 2 2 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8594(15)
_cell_length_b                   11.698(2)
_cell_length_c                   14.955(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1549.9(5)
_computing_cell_refinement       'SAINT-PLUS, Ver. 6.0, 1997'
_computing_data_collection       'SMART, 1998.'
_computing_data_reduction        'SAINT-PLUS, Ver. 6.0, 1997'
_computing_molecular_graphics    'XP, Ver. 6.10, Bruker AXS Inc., 2000.'
_computing_publication_material  'SHELXTL-Bruker AXS Inc., 1998.'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker Apex CCD'
_diffrn_measurement_method       'ω scan'
_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  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9639
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    1.593
_exptl_absorpt_correction_T_max  0.7624
_exptl_absorpt_correction_T_min  0.7010
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.114
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.022(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3550
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0398
_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)+(0.0572P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.1051
_reflns_number_gt                3245
_reflns_number_total             3550
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg070320vsi20070403_083502.cif
_cod_data_source_block           compound_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2221
_cod_database_code               4504326
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'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 0.26908(4) 0.14949(3) 0.98478(3) 0.02092(12) Uani 1 1 d .
N1 N 0.1849(4) 0.2406(2) 1.0896(2) 0.0268(7) Uani 1 1 d .
N2 N 0.0978(3) 0.3327(2) 1.0696(2) 0.0259(7) Uani 1 1 d .
H2A H 0.1003 0.3684 1.0194 0.031 Uiso 1 1 calc R
N3 N 0.4504(3) 0.0576(2) 1.0095(2) 0.0246(6) Uani 1 1 d .
N4 N 1.0964(3) 0.0428(2) 0.9687(2) 0.0236(7) Uani 1 1 d .
O1 O 0.3329(4) 0.2447(2) 0.8855(2) 0.0393(7) Uani 1 1 d .
O2 O 0.2081(4) 0.4039(3) 0.9131(2) 0.0528(9) Uani 1 1 d .
C1 C 0.2186(6) 0.1100(3) 1.2177(3) 0.0460(12) Uani 1 1 d .
H1A H 0.2910 0.0752 1.1784 0.069 Uiso 1 1 calc R
H1B H 0.1421 0.0552 1.2328 0.069 Uiso 1 1 calc R
H1C H 0.2684 0.1352 1.2712 0.069 Uiso 1 1 calc R
C2 C 0.1478(5) 0.2097(3) 1.1722(3) 0.0290(9) Uani 1 1 d .
C3 C 0.0365(5) 0.2826(3) 1.2060(3) 0.0279(8) Uani 1 1 d .
C4 C 0.0079(4) 0.3607(3) 1.1376(3) 0.0301(8) Uani 1 1 d .
C5 C -0.0987(5) 0.4592(4) 1.1332(3) 0.0466(12) Uani 1 1 d .
H5A H -0.0902 0.4957 1.0759 0.070 Uiso 1 1 calc R
H5B H -0.0743 0.5131 1.1794 0.070 Uiso 1 1 calc R
H5C H -0.2001 0.4323 1.1414 0.070 Uiso 1 1 calc R
C6 C 0.6297(5) 0.2143(3) 1.0371(4) 0.0434(12) Uani 1 1 d .
H6A H 0.5374 0.2562 1.0443 0.065 Uiso 1 1 calc R
H6B H 0.6878 0.2474 0.9895 0.065 Uiso 1 1 calc R
H6C H 0.6867 0.2173 1.0917 0.065 Uiso 1 1 calc R
C7 C 0.5944(4) 0.0926(3) 1.0151(3) 0.0294(8) Uani 1 1 d .
C8 C 0.6900(5) 0.0000 1.0000 0.0276(12) Uani 1 2 d S
C9 C 0.8561(5) 0.0000 1.0000 0.0264(12) Uani 1 2 d S
C10 C 0.9510(4) 0.0694(3) 0.9495(3) 0.0263(8) Uani 1 1 d .
C11 C 0.9144(5) 0.1599(4) 0.8829(3) 0.0447(11) Uani 1 1 d .
H11A H 1.0062 0.1917 0.8597 0.067 Uiso 1 1 calc R
H11B H 0.8566 0.2191 0.9113 0.067 Uiso 1 1 calc R
H11C H 0.8568 0.1273 0.8349 0.067 Uiso 1 1 calc R
C12 C 0.5000 0.5886(5) 0.7500 0.0386(15) Uani 1 2 d S
H12A H 0.5000 0.6681 0.7500 0.046 Uiso 1 2 calc SR
C13 C 0.4079(5) 0.5304(3) 0.8083(3) 0.0335(9) Uani 1 1 d .
H13A H 0.3459 0.5706 0.8474 0.040 Uiso 1 1 calc R
C14 C 0.4072(5) 0.4112(3) 0.8088(2) 0.0270(8) Uani 1 1 d .
C15 C 0.5000 0.3518(5) 0.7500 0.0285(11) Uani 1 2 d S
H15A H 0.5000 0.2723 0.7500 0.034 Uiso 1 2 calc SR
C16 C 0.3081(4) 0.3509(4) 0.8743(3) 0.0318(8) 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
O1 Zn1 N3 102.66(13) . .
O1 Zn1 N4 119.48(13) . 1_455
N3 Zn1 N4 107.93(12) . 1_455
O1 Zn1 N1 113.30(13) . .
N3 Zn1 N1 116.10(13) . .
N4 Zn1 N1 98.02(13) 1_455 .
C2 N1 N2 106.2(3) . .
C2 N1 Zn1 131.6(3) . .
N2 N1 Zn1 117.0(2) . .
C4 N2 N1 111.5(3) . .
C4 N2 H2A 124.2 . .
N1 N2 H2A 124.2 . .
C7 N3 N3 108.12(19) . 4_557
C7 N3 Zn1 128.4(2) . .
N3 N3 Zn1 119.71(14) 4_557 .
C10 N4 N4 108.2(2) . 4_557
C10 N4 Zn1 127.8(2) . 1_655
N4 N4 Zn1 112.11(18) 4_557 1_655
C16 O1 Zn1 127.6(3) . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N1 C2 C3 110.1(3) . .
N1 C2 C1 122.2(4) . .
C3 C2 C1 127.6(4) . .
C4 C3 C2 105.3(3) . .
C4 C3 C3 125.3(3) . 3_557
C2 C3 C3 129.4(4) . 3_557
N2 C4 C3 106.8(3) . .
N2 C4 C5 122.4(3) . .
C3 C4 C5 130.8(3) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C7 C6 H6A 109.5 . .
C7 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C7 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N3 C7 C8 109.3(3) . .
N3 C7 C6 120.2(3) . .
C8 C7 C6 130.5(3) . .
C7 C8 C7 105.1(4) 4_557 .
C7 C8 C9 127.4(2) 4_557 .
C7 C8 C9 127.4(2) . .
C10 C9 C10 105.6(4) . 4_557
C10 C9 C8 127.2(2) . .
C10 C9 C8 127.2(2) 4_557 .
N4 C10 C9 109.0(3) . .
N4 C10 C11 120.8(3) . .
C9 C10 C11 130.2(3) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C13 C12 C13 120.6(5) . 3_656
C13 C12 H12A 119.7 . .
C13 C12 H12A 119.7 3_656 .
C12 C13 C14 120.1(4) . .
C12 C13 H13A 120.0 . .
C14 C13 H13A 120.0 . .
C15 C14 C13 119.6(4) . .
C15 C14 C16 121.8(3) . .
C13 C14 C16 118.6(4) . .
C14 C15 C14 120.0(5) . 3_656
C14 C15 H15A 120.0 . .
C14 C15 H15A 120.0 3_656 .
O2 C16 O1 123.8(4) . .
O2 C16 C14 119.8(4) . .
O1 C16 C14 116.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.940(3) .
Zn1 N3 1.968(3) .
Zn1 N4 1.989(3) 1_455
Zn1 N1 2.037(3) .
N1 C2 1.329(5) .
N1 N2 1.359(4) .
N2 C4 1.332(5) .
N2 H2A 0.8600 .
N3 C7 1.342(4) .
N3 N3 1.378(5) 4_557
N4 C10 1.356(4) .
N4 N4 1.370(6) 4_557
N4 Zn1 1.989(3) 1_655
O1 C16 1.274(5) .
O2 C16 1.227(5) .
C1 C2 1.489(5) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.398(5) .
C3 C4 1.395(5) .
C3 C3 1.468(7) 3_557
C4 C5 1.491(5) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 C7 1.494(5) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C7 C8 1.393(4) .
C8 C7 1.393(4) 4_557
C8 C9 1.471(6) .
C9 C10 1.391(5) .
C9 C10 1.391(4) 4_557
C10 C11 1.490(5) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 C13 1.375(5) .
C12 C13 1.375(5) 3_656
C12 H12A 0.9300 .
C13 C14 1.395(5) .
C13 H13A 0.9300 .
C14 C15 1.390(5) .
C14 C16 1.493(5) .
C15 C14 1.390(5) 3_656
C15 H15A 0.9300 .
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
O1 Zn1 N1 C2 -170.5(4) . .
N3 Zn1 N1 C2 -52.0(4) . .
N4 Zn1 N1 C2 62.5(4) 1_455 .
O1 Zn1 N1 N2 38.9(3) . .
N3 Zn1 N1 N2 157.4(2) . .
N4 Zn1 N1 N2 -88.1(3) 1_455 .
C2 N1 N2 C4 0.4(4) . .
Zn1 N1 N2 C4 157.9(3) . .
O1 Zn1 N3 C7 45.0(4) . .
N4 Zn1 N3 C7 172.1(4) 1_455 .
N1 Zn1 N3 C7 -79.2(4) . .
O1 Zn1 N3 N3 -110.4(3) . 4_557
N4 Zn1 N3 N3 16.7(4) 1_455 4_557
N1 Zn1 N3 N3 125.5(4) . 4_557
N3 Zn1 O1 C16 -137.0(3) . .
N4 Zn1 O1 C16 103.7(4) 1_455 .
N1 Zn1 O1 C16 -11.0(4) . .
N2 N1 C2 C3 -0.3(4) . .
Zn1 N1 C2 C3 -153.2(3) . .
N2 N1 C2 C1 179.2(4) . .
Zn1 N1 C2 C1 26.3(6) . .
N1 C2 C3 C4 0.1(5) . .
C1 C2 C3 C4 -179.4(4) . .
N1 C2 C3 C3 -178.9(5) . 3_557
C1 C2 C3 C3 1.6(8) . 3_557
N1 N2 C4 C3 -0.3(4) . .
N1 N2 C4 C5 179.7(4) . .
C2 C3 C4 N2 0.1(4) . .
C3 C3 C4 N2 179.2(4) 3_557 .
C2 C3 C4 C5 -179.8(4) . .
C3 C3 C4 C5 -0.8(8) 3_557 .
N3 N3 C7 C8 -0.2(5) 4_557 .
Zn1 N3 C7 C8 -157.8(2) . .
N3 N3 C7 C6 -178.7(4) 4_557 .
Zn1 N3 C7 C6 23.7(7) . .
N3 C7 C8 C7 0.1(2) . 4_557
C6 C7 C8 C7 178.3(6) . 4_557
N3 C7 C8 C9 -179.9(2) . .
C6 C7 C8 C9 -1.7(6) . .
C7 C8 C9 C10 125.3(3) 4_557 .
C7 C8 C9 C10 -54.7(3) . .
C7 C8 C9 C10 -54.7(3) 4_557 4_557
C7 C8 C9 C10 125.3(3) . 4_557
N4 N4 C10 C9 -0.2(4) 4_557 .
Zn1 N4 C10 C9 -139.2(2) 1_655 .
N4 N4 C10 C11 -179.8(4) 4_557 .
Zn1 N4 C10 C11 41.2(5) 1_655 .
C10 C9 C10 N4 0.06(17) 4_557 .
C8 C9 C10 N4 -179.94(17) . .
C10 C9 C10 C11 179.6(5) 4_557 .
C8 C9 C10 C11 -0.4(5) . .
C13 C12 C13 C14 0.1(3) 3_656 .
C12 C13 C14 C15 -0.1(6) . .
C12 C13 C14 C16 178.7(3) . .
C13 C14 C15 C14 0.1(3) . 3_656
C16 C14 C15 C14 -178.7(4) . 3_656
Zn1 O1 C16 O2 -19.3(6) . .
Zn1 O1 C16 C14 161.6(3) . .
C15 C14 C16 O2 -166.4(4) . .
C13 C14 C16 O2 14.8(6) . .
C15 C14 C16 O1 12.7(5) . .
C13 C14 C16 O1 -166.1(4) . .
