#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/39/7213966.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_7213966
loop_
_publ_author_name
'Li, Ni-Ya'
'Ge, Yu'
'Wang, Tao'
'Wang, Shu-Jun'
'Ji, Xue-Ying'
'Liu, Dong'
_publ_section_title
;
 Construction of a series of coordination polymers based on
 1,4-naphthalenedicarboxylic and flexible dipyridyl ligands
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              2168
_journal_paper_doi               10.1039/c3ce42148a
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C18 H12 N O4 Zn'
_chemical_formula_sum            'C18 H12 N O4 Zn'
_chemical_formula_weight         371.68
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           64
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2ac 2'
_symmetry_space_group_name_H-M   'C m c a'
_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            8
_cell_length_a                   18.884(4)
_cell_length_b                   16.206(3)
_cell_length_c                   10.375(2)
_cell_measurement_reflns_used    17271
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.36
_cell_measurement_theta_min      3.05
_cell_volume                     3175.1(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    Diamond
_computing_publication_material  'SHELXTL and PLATON (Spek, 2009)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0118
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15622
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.51
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.568
_exptl_absorpt_correction_T_max  0.6952
_exptl_absorpt_correction_T_min  0.6505
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.765
_refine_diff_density_min         -1.845
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1435
_refine_ls_number_restraints     181
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0716
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0854P)²+52.8839P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1798
_refine_ls_wR_factor_ref         0.1840
_reflns_number_gt                1332
_reflns_number_total             1435
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce42148a.txt
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/automatic-downloads/current/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 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_Hall     '-C 2bc 2'
_cod_database_code               7213966
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'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'-x, y, z'
'x, -y-1/2, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.0000 0.41045(5) 0.53075(9) 0.0248(4) Uani 1 2 d SD . .
O1 O 0.0766(3) 0.4297(3) 0.3929(6) 0.0512(13) Uani 1 1 d U B .
C1 C 0.1053(4) 0.4922(4) 0.3454(8) 0.0479(14) Uani 1 1 d U . .
O2 O 0.0780(3) 0.5625(3) 0.3422(6) 0.0603(15) Uani 1 1 d U . .
C2 C 0.2146(4) 0.5519(4) 0.2714(9) 0.0504(17) Uani 1 1 d U . .
H2 H 0.1886 0.6007 0.2727 0.061 Uiso 1 1 calc R A 1
C3 C 0.1866(9) 0.4846(13) 0.3081(18) 0.042(2) Uani 0.50 1 d PU B 1
C4 C 0.2288(7) 0.4119(7) 0.3316(14) 0.037(2) Uani 0.50 1 d PU B 1
C5 C 0.2020(8) 0.3389(8) 0.3901(16) 0.046(3) Uani 0.50 1 d PU B 1
H5 H 0.1547 0.3363 0.4150 0.056 Uiso 0.50 1 calc PR B 1
C6 C 0.2455(10) 0.2724(9) 0.4100(18) 0.061(4) Uani 0.50 1 d PU B 1
H6 H 0.2200 0.2294 0.4542 0.091 Uiso 0.50 1 d PR B 1
C3' C 0.1715(9) 0.4844(13) 0.2751(18) 0.041(2) Uani 0.50 1 d PU B 2
C4' C 0.1992(7) 0.4114(7) 0.2081(14) 0.036(2) Uani 0.50 1 d PU B 2
C5' C 0.1570(7) 0.3418(8) 0.1828(14) 0.042(2) Uani 0.50 1 d PU B 2
H5' H 0.1094 0.3425 0.2058 0.050 Uiso 0.50 1 calc PR B 2
C6' C 0.1844(9) 0.2732(9) 0.1251(17) 0.054(4) Uani 0.50 1 d PU B 2
H6' H 0.1497 0.2310 0.1232 0.082 Uiso 0.50 1 d PR B 2
N1 N 0.0000 0.2855(3) 0.5231(5) 0.051(2) Uani 1 2 d SGDU . .
C7 C 0.0381(4) 0.2401(4) 0.4331(8) 0.068(3) Uani 0.50 1 d PGDU . .
H7 H 0.0656 0.2671 0.3718 0.082 Uiso 0.50 1 calc PR . .
C8 C 0.0351(5) 0.1544(4) 0.4346(9) 0.083(3) Uani 0.50 1 d PGDU . .
H8 H 0.0606 0.1240 0.3744 0.099 Uiso 0.50 1 calc PR . .
C9 C -0.0059(4) 0.1141(3) 0.5263(8) 0.093(3) Uani 0.50 1 d PGDU . .
C10 C -0.0441(5) 0.1595(4) 0.6163(9) 0.083(3) Uani 0.50 1 d PGDU . .
H10 H -0.0715 0.1325 0.6776 0.099 Uiso 0.50 1 calc PR . .
C11 C -0.0411(4) 0.2452(4) 0.6147(8) 0.066(3) Uani 0.50 1 d PGDU . .
H11 H -0.0666 0.2756 0.6750 0.079 Uiso 0.50 1 calc PR . .
C12 C -0.0250(11) 0.0340(7) 0.5081(17) 0.101(5) Uani 0.50 1 d PDU . .
H12A H -0.0553 0.0333 0.4326 0.121 Uiso 0.50 1 calc PR . .
H12B H -0.0548 0.0194 0.5808 0.121 Uiso 0.50 1 calc PR . .
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
O2 Zn1 O2 93.4(4) 9_566 3_566
O2 Zn1 N1 104.01(19) 9_566 .
O2 Zn1 N1 104.01(19) 3_566 .
O2 Zn1 O1 158.6(2) 9_566 .
O2 Zn1 O1 84.7(3) 3_566 .
N1 Zn1 O1 97.12(17) . .
O2 Zn1 O1 84.7(3) 9_566 11
O2 Zn1 O1 158.6(2) 3_566 11
N1 Zn1 O1 97.12(17) . 11
O1 Zn1 O1 89.3(3) . 11
O2 Zn1 Zn1 85.87(16) 9_566 9_566
O2 Zn1 Zn1 85.87(16) 3_566 9_566
N1 Zn1 Zn1 165.37(15) . 9_566
O1 Zn1 Zn1 72.72(14) . 9_566
O1 Zn1 Zn1 72.73(14) 11 9_566
C1 O1 Zn1 134.5(5) . .
O2 C1 O1 124.7(6) . .
O2 C1 C3' 114.9(10) . .
O1 C1 C3' 120.1(10) . .
O2 C1 C3 117.5(10) . .
O1 C1 C3 116.9(9) . .
C3' C1 C3 16.1(11) . .
C1 O2 Zn1 118.7(5) . 9_566
C3 C2 C3' 19.1(12) . .
C3 C2 C2 119.3(9) . 8_545
C3' C2 C2 125.1(8) . 8_545
C3 C2 H2 120.3 . .
C3' C2 H2 111.5 . .
C2 C2 H2 120.3 8_545 .
C2 C3 C4 121.4(14) . .
C2 C3 C1 114.2(14) . .
C4 C3 C1 123.8(15) . .
C5 C4 C3 123.6(13) . .
C6 C5 C4 120.3(13) . .
C6 C5 H5 119.9 . .
C4 C5 H5 119.9 . .
C5 C6 H6 109.9 . .
C2 C3' C1 117.3(15) . .
C2 C3' C4' 114.9(13) . .
C1 C3' C4' 127.9(15) . .
C5' C4' C3' 122.2(12) . .
C6' C5' C4' 121.4(13) . .
C6' C5' H5' 119.3 . .
C4' C5' H5' 119.3 . .
C5' C6' H6' 109.6 . .
C7 N1 C7 62.4(5) 11 .
C7 N1 C11 120.0(4) 11 11
C7 N1 C11 85.5(3) . 11
C7 N1 C11 85.5(3) 11 .
C7 N1 C11 120.0 . .
C11 N1 C11 67.9(6) 11 .
C7 N1 Zn1 123.7(2) 11 .
C7 N1 Zn1 123.7(2) . .
C11 N1 Zn1 116.3(2) 11 .
C11 N1 Zn1 116.3(2) . .
N1 C7 C8 120.0 . .
N1 C7 H7 120.0 . .
C8 C7 H7 120.0 . .
C7 C8 C9 120.0 . .
C7 C8 H8 120.0 . .
C9 C8 H8 120.0 . .
C9 C9 C12 105.3(9) 11 .
C9 C9 C10 121.2 11 .
C12 C9 C10 117.5(5) . .
C9 C9 C8 56.1 11 .
C12 C9 C8 120.1(5) . .
C10 C9 C8 120.0 . .
C9 C9 C12 66.0(10) 11 11
C12 C9 C12 39.3(17) . 11
C10 C9 C12 141.0(10) . 11
C8 C9 C12 96.2(11) . 11
C11 C10 C9 120.0 . .
C11 C10 H10 120.0 . .
C9 C10 H10 120.0 . .
C10 C11 N1 120.0 . .
C10 C11 H11 120.0 . .
N1 C11 H11 120.0 . .
C9 C12 C12 124(2) . 9_556
C9 C12 H12A 106.2 . .
C12 C12 H12A 106.2 9_556 .
C9 C12 H12B 106.2 . .
C12 C12 H12B 106.2 9_556 .
H12A C12 H12B 106.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O2 2.025(5) 9_566
Zn1 O2 2.025(5) 3_566
Zn1 N1 2.027(5) .
Zn1 O1 2.057(5) .
Zn1 O1 2.057(5) 11
Zn1 Zn1 2.9718(18) 9_566
O1 C1 1.251(8) .
C1 O2 1.251(8) .
C1 C3' 1.453(19) .
C1 C3 1.587(18) .
O2 Zn1 2.025(5) 9_566
C2 C3 1.27(2) .
C2 C3' 1.36(2) .
C2 C2 1.408(14) 8_545
C2 H2 0.9300 .
C3 C4 1.44(2) .
C4 C5 1.424(17) .
C5 C6 1.37(2) .
C5 H5 0.9300 .
C6 H6 0.9630 .
C3' C4' 1.47(2) .
C4' C5' 1.405(18) .
C5' C6' 1.36(2) .
C5' H5' 0.9300 .
C6' H6' 0.9476 .
N1 C7 1.390(8) 11
N1 C7 1.3900 .
N1 C11 1.390(9) 11
N1 C11 1.3900 .
C7 C8 1.3900 .
C7 H7 0.9300 .
C8 C9 1.3900 .
C8 H8 0.9300 .
C9 C9 0.224(15) 11
C9 C12 1.360(10) .
C9 C10 1.3900 .
C9 C12 1.436(12) 11
C10 C11 1.3900 .
C10 H10 0.9300 .
C11 H11 0.9300 .
C12 C12 1.46(4) 9_556
C12 H12A 0.9700 .
C12 H12B 0.9700 .
