#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:00:33 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179772 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/68/7006820.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_7006820
loop_
_publ_author_name
'Han, Huayun'
'Song, Yinglin'
'Hou, Hongwei'
'Fan, Yaoting'
'Zhu, Yu'
_publ_section_title
;
 A series of metal-organic polymers assembled from MCl2 (M = Zn, Cd,
 Co, Cu): structures, third-order nonlinear optical and fluorescent
 properties.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1972
_journal_page_last               1980
_journal_paper_doi               10.1039/b514431k
_journal_year                    2006
_chemical_formula_sum            'C14 H16 Cl2 F2 N6 O2 Zn'
_chemical_formula_weight         474.60
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_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
_cell_angle_alpha                99.87(3)
_cell_angle_beta                 106.06(3)
_cell_angle_gamma                107.33(3)
_cell_formula_units_Z            2
_cell_length_a                   8.1532(16)
_cell_length_b                   10.396(2)
_cell_length_c                   12.492(3)
_cell_measurement_reflns_used    278
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      2
_cell_volume                     933.4(5)
_computing_cell_refinement       raxis
_computing_data_collection       raxis
_computing_data_reduction        raxis
_computing_molecular_graphics    texsan
_computing_publication_material  texsan
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.884
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_device_type  R-AXIS-IV
_diffrn_measurement_method       'Osillation frames'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0546
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2770
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.77
_exptl_absorpt_coefficient_mu    1.644
_exptl_absorpt_correction_T_max  0.7345
_exptl_absorpt_correction_T_min  0.7137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
R-AXIS Data Processing Software Version4.0(OCT 21.1996)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.755
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         2770
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0534
_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)+(0.0961P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1394
_refine_ls_wR_factor_ref         0.1447
_reflns_number_gt                2314
_reflns_number_total             2770
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b514431k.txt
_cod_data_source_block           Polymer_1
_cod_original_cell_volume        933.4(3)
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7006820
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -1.17372(9) -0.33887(6) 1.07515(5) 0.0322(2) Uani 1 1 d . . .
Cl1 Cl -1.3900(2) -0.24444(18) 1.05932(14) 0.0518(4) Uani 1 1 d . . .
Cl2 Cl -1.1883(2) -0.45097(15) 0.90080(12) 0.0426(4) Uani 1 1 d . . .
N1 N -0.9225(6) -0.1790(4) 1.1451(4) 0.0319(10) Uani 1 1 d . . .
N2 N -0.6268(7) -0.0588(5) 1.1787(4) 0.0410(12) Uani 1 1 d . . .
N3 N -0.7183(6) 0.0298(4) 1.1972(4) 0.0297(10) Uani 1 1 d . . .
N4 N -0.3073(6) 0.4548(4) 1.3099(4) 0.0343(11) Uani 1 1 d . . .
N5 N -0.0691(9) 0.5106(7) 1.2664(6) 0.0712(18) Uani 1 1 d . . .
N6 N -0.1972(6) 0.5499(4) 1.1913(4) 0.0354(11) Uani 1 1 d . . .
F1 F -0.8233(5) 0.3255(4) 1.3368(3) 0.0560(10) Uani 1 1 d . . .
F2 F -0.9417(6) 0.1402(4) 1.6369(3) 0.0731(13) Uani 1 1 d . . .
C1 C -0.7587(8) -0.1843(6) 1.1471(5) 0.0395(13) Uani 1 1 d . . .
H1A H -0.7396 -0.2678 1.1282 0.047 Uiso 1 1 calc R . .
C2 C -0.8906(7) -0.0438(5) 1.1782(4) 0.0312(12) Uani 1 1 d . . .
H2B H -0.9776 -0.0059 1.1868 0.037 Uiso 1 1 calc R . .
C3 C -0.6248(8) 0.1826(5) 1.2248(5) 0.0364(13) Uani 1 1 d . . .
H3A H -0.7156 0.2252 1.2035 0.044 Uiso 1 1 calc R . .
H3B H -0.5460 0.2023 1.1793 0.044 Uiso 1 1 calc R . .
C4 C -0.5096(8) 0.2483(5) 1.3535(5) 0.0330(12) Uani 1 1 d . . .
C5 C -0.6286(8) 0.2212(5) 1.4291(4) 0.0340(13) Uani 1 1 d . . .
C6 C -0.7787(9) 0.2569(6) 1.4195(5) 0.0396(14) Uani 1 1 d . . .
C7 C -0.8898(9) 0.2317(6) 1.4848(5) 0.0427(14) Uani 1 1 d . . .
H7A H -0.9930 0.2561 1.4726 0.051 Uiso 1 1 calc R . .
C8 C -0.8370(9) 0.1675(6) 1.5701(5) 0.0478(17) Uani 1 1 d . . .
C9 C -0.6857(10) 0.1299(6) 1.5882(5) 0.0498(17) Uani 1 1 d . . .
H9A H -0.6542 0.0864 1.6456 0.060 Uiso 1 1 calc R . .
C10 C -0.5807(10) 0.1588(6) 1.5181(5) 0.0462(15) Uani 1 1 d . . .
H10A H -0.4761 0.1362 1.5307 0.055 Uiso 1 1 calc R . .
C11 C -0.4222(8) 0.4101(5) 1.3791(5) 0.0342(12) Uani 1 1 d . . .
H11A H -0.5192 0.4477 1.3639 0.041 Uiso 1 1 calc R . .
H11B H -0.3479 0.4496 1.4607 0.041 Uiso 1 1 calc R . .
C12 C -0.1341(7) 0.4532(6) 1.3392(4) 0.0314(12) Uani 1 1 d . . .
H12A H -0.0758 0.4195 1.3970 0.038 Uiso 1 1 calc R . .
C13 C -0.3414(7) 0.5134(5) 1.2232(5) 0.0333(12) Uani 1 1 d . . .
H13A H -0.4503 0.5265 1.1904 0.040 Uiso 1 1 calc R . .
C14 C -0.7770(10) -0.1401(8) 0.8847(6) 0.0577(18) Uani 1 1 d . . .
H14A H -0.6699 -0.1617 0.9155 0.087 Uiso 1 1 calc R . .
H14B H -0.8848 -0.2218 0.8657 0.087 Uiso 1 1 calc R . .
H14C H -0.7786 -0.0659 0.9414 0.087 Uiso 1 1 calc R . .
O1 O -0.3708(6) 0.1920(4) 1.3868(4) 0.0442(10) Uani 1 1 d . . .
H1B H -0.3415 0.1683 1.3310 0.066 Uiso 1 1 calc R . .
O2 O -0.7734(7) -0.0973(5) 0.7844(4) 0.0576(12) Uani 1 1 d . . .
H2 H -0.7036 -0.0155 0.8028 0.086 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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
N6 Zn1 N1 107.73(18) 1_445 . ?
N6 Zn1 Cl1 105.66(14) 1_445 . ?
N1 Zn1 Cl1 108.16(13) . . ?
N6 Zn1 Cl2 117.77(14) 1_445 . ?
N1 Zn1 Cl2 105.88(13) . . ?
Cl1 Zn1 Cl2 111.30(7) . . ?
C2 N1 C1 104.0(4) . . ?
C2 N1 Zn1 126.8(4) . . ?
C1 N1 Zn1 128.1(4) . . ?
C1 N2 N3 102.1(5) . . ?
C2 N3 N2 109.8(4) . . ?
C2 N3 C3 129.7(4) . . ?
N2 N3 C3 120.4(4) . . ?
C13 N4 C12 110.8(4) . . ?
C13 N4 C11 128.3(5) . . ?
C12 N4 C11 120.5(4) . . ?
C12 N5 N6 112.2(6) . . ?
C13 N6 N5 103.9(5) . . ?
C13 N6 Zn1 123.9(4) . 1_665 ?
N5 N6 Zn1 131.6(4) . 1_665 ?
N2 C1 N1 113.7(5) . . ?
N3 C2 N1 110.3(5) . . ?
N3 C3 C4 112.2(4) . . ?
O1 C4 C3 110.7(4) . . ?
O1 C4 C5 108.3(4) . . ?
C3 C4 C5 111.1(5) . . ?
O1 C4 C11 110.1(5) . . ?
C3 C4 C11 110.1(4) . . ?
C5 C4 C11 106.5(4) . . ?
C6 C5 C10 115.7(5) . . ?
C6 C5 C4 124.9(5) . . ?
C10 C5 C4 119.4(5) . . ?
C5 C6 F1 117.0(5) . . ?
C5 C6 C7 126.2(5) . . ?
F1 C6 C7 116.8(6) . . ?
C6 C7 C8 115.3(6) . . ?
F2 C8 C9 119.4(6) . . ?
F2 C8 C7 117.7(6) . . ?
C9 C8 C7 122.8(6) . . ?
C8 C9 C10 118.2(6) . . ?
C9 C10 C5 121.7(6) . . ?
N4 C11 C4 113.6(4) . . ?
N5 C12 N4 103.5(4) . . ?
N6 C13 N4 109.5(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N6 2.019(4) 1_445 ?
Zn1 N1 2.051(5) . ?
Zn1 Cl1 2.2396(17) . ?
Zn1 Cl2 2.2404(17) . ?
N1 C2 1.318(6) . ?
N1 C1 1.346(7) . ?
N2 C1 1.329(7) . ?
N2 N3 1.375(6) . ?
N3 C2 1.314(7) . ?
N3 C3 1.473(6) . ?
N4 C13 1.335(7) . ?
N4 C12 1.363(7) . ?
N4 C11 1.473(6) . ?
N5 C12 1.315(8) . ?
N5 N6 1.408(7) . ?
N6 C13 1.315(7) . ?
N6 Zn1 2.019(4) 1_665 ?
F1 C6 1.381(6) . ?
F2 C8 1.355(7) . ?
C3 C4 1.529(8) . ?
C4 O1 1.420(7) . ?
C4 C5 1.532(7) . ?
C4 C11 1.554(7) . ?
C5 C6 1.362(8) . ?
C5 C10 1.402(8) . ?
C6 C7 1.377(8) . ?
C7 C8 1.389(9) . ?
C8 C9 1.374(10) . ?
C9 C10 1.393(8) . ?
C14 O2 1.404(7) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N6 Zn1 N1 C2 -112.3(4) 1_445 . . . ?
Cl1 Zn1 N1 C2 1.4(5) . . . . ?
Cl2 Zn1 N1 C2 120.8(4) . . . . ?
N6 Zn1 N1 C1 81.7(5) 1_445 . . . ?
Cl1 Zn1 N1 C1 -164.5(4) . . . . ?
Cl2 Zn1 N1 C1 -45.1(5) . . . . ?
C1 N2 N3 C2 0.8(6) . . . . ?
C1 N2 N3 C3 -174.9(5) . . . . ?
C12 N5 N6 C13 0.1(7) . . . . ?
C12 N5 N6 Zn1 171.8(4) . . . 1_665 ?
N3 N2 C1 N1 -0.1(7) . . . . ?
C2 N1 C1 N2 -0.6(6) . . . . ?
Zn1 N1 C1 N2 167.8(4) . . . . ?
N2 N3 C2 N1 -1.3(6) . . . . ?
C3 N3 C2 N1 173.9(5) . . . . ?
C1 N1 C2 N3 1.1(6) . . . . ?
Zn1 N1 C2 N3 -167.5(3) . . . . ?
C2 N3 C3 C4 102.6(6) . . . . ?
N2 N3 C3 C4 -82.6(6) . . . . ?
N3 C3 C4 O1 60.9(6) . . . . ?
N3 C3 C4 C5 -59.4(6) . . . . ?
N3 C3 C4 C11 -177.1(4) . . . . ?
O1 C4 C5 C6 -177.9(5) . . . . ?
C3 C4 C5 C6 -56.2(7) . . . . ?
C11 C4 C5 C6 63.7(7) . . . . ?
O1 C4 C5 C10 4.0(7) . . . . ?
C3 C4 C5 C10 125.8(5) . . . . ?
C11 C4 C5 C10 -114.3(6) . . . . ?
C10 C5 C6 F1 176.5(5) . . . . ?
C4 C5 C6 F1 -1.6(8) . . . . ?
C10 C5 C6 C7 -3.1(9) . . . . ?
C4 C5 C6 C7 178.8(5) . . . . ?
C5 C6 C7 C8 2.0(9) . . . . ?
F1 C6 C7 C8 -177.6(5) . . . . ?
C6 C7 C8 F2 -180.0(5) . . . . ?
C6 C7 C8 C9 -0.6(9) . . . . ?
F2 C8 C9 C10 179.8(6) . . . . ?
C7 C8 C9 C10 0.5(9) . . . . ?
C8 C9 C10 C5 -1.6(10) . . . . ?
C6 C5 C10 C9 2.8(9) . . . . ?
C4 C5 C10 C9 -179.0(5) . . . . ?
C13 N4 C11 C4 109.3(6) . . . . ?
C12 N4 C11 C4 -78.3(6) . . . . ?
O1 C4 C11 N4 64.8(6) . . . . ?
C3 C4 C11 N4 -57.5(6) . . . . ?
C5 C4 C11 N4 -178.0(5) . . . . ?
N6 N5 C12 N4 0.4(7) . . . . ?
C13 N4 C12 N5 -0.8(6) . . . . ?
C11 N4 C12 N5 -174.5(5) . . . . ?
N5 N6 C13 N4 -0.6(6) . . . . ?
Zn1 N6 C13 N4 -173.2(3) 1_665 . . . ?
C12 N4 C13 N6 1.0(6) . . . . ?
C11 N4 C13 N6 174.0(5) . . . . ?
