#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/86/2208618.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2208618
loop_
_publ_author_name
'Rong Yu'
'Ya-Qi Jiang'
'Zhao-Xiong Xie'
_publ_section_title
catena-Poly[[bis(1,3-propylenediamine)zinc(II)]-μ-naphthalene-2,6-dicarboxylato-κ²O²:O⁶]
_journal_coeditor_code           HG6302
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m736
_journal_page_last               m737
_journal_paper_doi               10.1107/S1600536806008117
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Zn (C12 H6 O4) (C3 H10 N2)2]'
_chemical_formula_moiety         'C18 H26 N4 O4 Zn'
_chemical_formula_sum            'C18 H26 N4 O4 Zn'
_chemical_formula_weight         427.80
_chemical_name_systematic
;
catena-Poly[[bis(1,3-propylenediamine)zinc(II)]-μ-naphthalene-2,6-
dicarboxylato-κ²O²:O⁶]
;
_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                 96.5210(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.7497(5)
_cell_length_b                   10.1560(5)
_cell_length_c                   10.2458(5)
_cell_measurement_reflns_used    2311
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.39
_cell_measurement_theta_min      2.10
_cell_volume                     1007.95(9)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SMART
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker AXS area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7588
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.248
_exptl_absorpt_correction_T_max  0.8646
_exptl_absorpt_correction_T_min  0.6908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.223
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         1771
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0415
_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)+(0.0521P)²+0.9274P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1047
_reflns_number_gt                1701
_reflns_number_total             1771
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg6302.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2208618
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Zn Zn1 0.5000 1.0000 1.0000 0.02969(19) Uani d S 1
O O1 0.5903(2) 1.1989(2) 1.2690(2) 0.0490(6) Uani d . 1
O O2 0.6741(2) 1.0445(2) 1.1477(2) 0.0413(5) Uani d . 1
N N1 0.5630(3) 0.7977(2) 1.0072(2) 0.0355(6) Uani d D 1
H H11 0.529(3) 0.759(3) 1.0700(17) 0.038(9) Uiso d D 1
H H12 0.525(3) 0.767(3) 0.9343(14) 0.052(11) Uiso d D 1
N N2 0.6322(3) 1.0193(3) 0.8473(3) 0.0390(6) Uani d D 1
H H21 0.589(3) 0.973(2) 0.787(2) 0.048(11) Uiso d D 1
H H22 0.638(3) 1.0986(13) 0.823(3) 0.048(10) Uiso d D 1
C C1 0.7104(3) 0.7689(3) 1.0132(3) 0.0431(7) Uani d . 1
H H1A 0.7242 0.6745 1.0205 0.052 Uiso calc R 1
H H1B 0.7582 0.8095 1.0911 0.052 Uiso calc R 1
C C2 0.7716(4) 0.8184(4) 0.8940(4) 0.0533(9) Uani d . 1
H H2A 0.8661 0.7872 0.8986 0.064 Uiso calc R 1
H H2B 0.7209 0.7792 0.8167 0.064 Uiso calc R 1
C C3 0.7720(4) 0.9656(4) 0.8757(4) 0.0521(9) Uani d . 1
H H3A 0.8169 1.0065 0.9548 0.062 Uiso calc R 1
H H3B 0.8249 0.9873 0.8040 0.062 Uiso calc R 1
C C11 0.6770(3) 1.1137(3) 1.2487(3) 0.0323(6) Uani d . 1
C C12 0.7930(3) 1.0885(3) 1.3560(3) 0.0307(6) Uani d . 1
C C13 0.7969(3) 1.1534(3) 1.4782(3) 0.0366(7) Uani d . 1
H H13 0.7300 1.2159 1.4909 0.044 Uiso calc R 1
C C14 0.8942(3) 0.9998(3) 1.3374(3) 0.0325(7) Uani d . 1
H H14 0.8935 0.9591 1.2560 0.039 Uiso calc R 1
C C15 0.9995(3) 0.9683(3) 1.4382(3) 0.0281(6) Uani d . 1
C C16 1.1031(3) 0.8742(3) 1.4227(3) 0.0347(7) Uani d . 1
H H16 1.1026 0.8303 1.3430 0.042 Uiso calc R 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Zn1 N1 . 3_677 180.00(10) yes
N1 Zn1 N2 . 3_677 94.70(10) yes
N1 Zn1 N2 3_677 3_677 85.30(10) yes
N1 Zn1 N2 . . 85.30(10) yes
N1 Zn1 N2 3_677 . 94.70(10) yes
N2 Zn1 N2 3_677 . 180.00(10) yes
N1 Zn1 O2 . 3_677 91.30(10) yes
N1 Zn1 O2 3_677 3_677 88.70(10) yes
N2 Zn1 O2 3_677 3_677 90.10(10) yes
N2 Zn1 O2 . 3_677 89.90(10) yes
N1 Zn1 O2 . . 88.70(10) yes
N1 Zn1 O2 3_677 . 91.30(10) yes
N2 Zn1 O2 3_677 . 89.90(10) yes
N2 Zn1 O2 . . 90.10(10) yes
O2 Zn1 O2 3_677 . 180.00(10) yes
C11 O2 Zn1 . . 129.2(2) no
C1 N1 Zn1 . . 118.05(19) no
C1 N1 H11 . . 110(2) no
Zn1 N1 H11 . . 109(2) no
C1 N1 H12 . . 107(2) no
Zn1 N1 H12 . . 103(2) no
H11 N1 H12 . . 109.4(16) no
C3 N2 Zn1 . . 116.3(2) no
C3 N2 H21 . . 108(3) no
Zn1 N2 H21 . . 101(2) no
C3 N2 H22 . . 109(2) no
Zn1 N2 H22 . . 111(2) no
H21 N2 H22 . . 110.6(17) no
N1 C1 C2 . . 112.2(3) no
N1 C1 H1A . . 109.2 no
C2 C1 H1A . . 109.2 no
N1 C1 H1B . . 109.2 no
C2 C1 H1B . . 109.2 no
H1A C1 H1B . . 107.9 no
C3 C2 C1 . . 116.0(3) no
C3 C2 H2A . . 108.3 no
C1 C2 H2A . . 108.3 no
C3 C2 H2B . . 108.3 no
C1 C2 H2B . . 108.3 no
H2A C2 H2B . . 107.4 no
N2 C3 C2 . . 112.2(3) no
N2 C3 H3A . . 109.2 no
C2 C3 H3A . . 109.2 no
N2 C3 H3B . . 109.2 no
C2 C3 H3B . . 109.2 no
H3A C3 H3B . . 107.9 no
O1 C11 O2 . . 125.4(3) no
O1 C11 C12 . . 117.6(2) no
O2 C11 C12 . . 117.0(2) no
C14 C12 C13 . . 119.0(3) no
C14 C12 C11 . . 120.3(3) no
C13 C12 C11 . . 120.7(2) no
C16 C13 C12 3_778 . 120.9(3) no
C16 C13 H13 3_778 . 119.6 no
C12 C13 H13 . . 119.6 no
C12 C14 C15 . . 121.7(3) no
C12 C14 H14 . . 119.2 no
C15 C14 H14 . . 119.2 no
C14 C15 C16 . . 122.8(3) no
C14 C15 C15 . 3_778 118.8(3) no
C16 C15 C15 . 3_778 118.4(3) no
C13 C16 C15 3_778 . 121.2(3) no
C13 C16 H16 3_778 . 119.4 no
C15 C16 H16 . . 119.4 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 N1 . 2.143(2) yes
Zn1 N1 3_677 2.143(2) yes
Zn1 N2 3_677 2.146(3) yes
Zn1 N2 . 2.146(3) yes
Zn1 O2 3_677 2.189(2) yes
Zn1 O2 . 2.189(2) yes
O1 C11 . 1.243(4) no
O2 C11 . 1.249(3) no
N1 C1 . 1.461(4) no
N1 H11 . 0.850(10) no
N1 H12 . 0.850(10) no
N2 C3 . 1.466(5) no
N2 H21 . 0.850(10) no
N2 H22 . 0.850(10) no
C1 C2 . 1.505(5) no
C1 H1A . 0.97 no
C1 H1B . 0.97 no
C2 C3 . 1.507(5) no
C2 H2A . 0.97 no
C2 H2B . 0.97 no
C3 H3A . 0.97 no
C3 H3B . 0.97 no
C11 C12 . 1.507(4) no
C12 C14 . 1.366(4) no
C12 C13 . 1.412(4) no
C13 C16 3_778 1.354(4) no
C13 H13 . 0.93 no
C14 C15 . 1.408(4) no
C14 H14 . 0.93 no
C15 C16 . 1.412(4) no
C15 C15 3_778 1.419(6) no
C16 C13 3_778 1.354(4) no
C16 H16 . 0.93 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H12 O1 3_677 0.850(10) 2.28(2) 3.047(3) 150(3)
N1 H11 O1 2_647 0.850(10) 2.21(2) 3.046(3) 167(3)
N2 H21 O1 3_677 0.850(10) 2.49(2) 3.232(4) 146(3)
N2 H22 O1 4_585 0.850(10) 2.17(2) 2.988(3) 164(3)
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 Zn1 O2 C11 . . -134.8(3) no
N1 Zn1 O2 C11 3_677 . 45.2(3) no
N2 Zn1 O2 C11 3_677 . -40.2(3) no
N2 Zn1 O2 C11 . . 139.8(3) no
N2 Zn1 N1 C1 3_677 . -131.4(2) no
N2 Zn1 N1 C1 . . 48.6(2) no
O2 Zn1 N1 C1 3_677 . 138.3(2) no
O2 Zn1 N1 C1 . . -41.7(2) no
N1 Zn1 N2 C3 . . -49.2(3) no
N1 Zn1 N2 C3 3_677 . 130.8(3) no
O2 Zn1 N2 C3 3_677 . -140.5(3) no
O2 Zn1 N2 C3 . . 39.5(3) no
Zn1 N1 C1 C2 . . -61.8(3) no
N1 C1 C2 C3 . . 64.9(4) no
Zn1 N2 C3 C2 . . 64.4(4) no
C1 C2 C3 N2 . . -66.9(4) no
Zn1 O2 C11 O1 . . -19.8(5) no
Zn1 O2 C11 C12 . . 158.2(2) no
O1 C11 C12 C14 . . -177.5(3) no
O2 C11 C12 C14 . . 4.3(4) no
O1 C11 C12 C13 . . 4.2(4) no
O2 C11 C12 C13 . . -174.0(3) no
C14 C12 C13 C16 . 3_778 -1.9(5) no
C11 C12 C13 C16 . 3_778 176.4(3) no
C13 C12 C14 C15 . . 2.1(4) no
C11 C12 C14 C15 . . -176.2(3) no
C12 C14 C15 C16 . . 178.2(3) no
C12 C14 C15 C15 . 3_778 -0.5(5) no
C14 C15 C16 C13 . 3_778 179.8(3) no
C15 C15 C16 C13 3_778 3_778 -1.5(5) no
