#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:05:36 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179612 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/76/4507674.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_4507674
loop_
_publ_author_name
'Zhang, Zhi-Hui'
'Chen, Sheng-Chun'
'He, Ming-Yang'
'Chen, Qun'
'Du, Miao'
_publ_section_title
;
 Coordination Assembly of ZnII/CdIITerephthalate with
 Bis-Pyridinecarboxamide Tectons: Establishing Net Entanglements from [3 +
 3] Interpenetration to High-Connected Self-Penetration
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              996
_journal_paper_doi               10.1021/cg4000445
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C18 H13 F2 N2 O6 Zn, H2 O'
_chemical_formula_sum            'C18 H15 F2 N2 O7 Zn'
_chemical_formula_weight         474.71
_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                97.427(3)
_cell_angle_beta                 97.273(3)
_cell_angle_gamma                106.380(3)
_cell_formula_units_Z            2
_cell_length_a                   7.679(2)
_cell_length_b                   8.747(2)
_cell_length_c                   15.342(4)
_cell_measurement_reflns_used    2535
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.98
_cell_measurement_theta_min      2.39
_cell_volume                     965.9(4)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2003)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL and DIAMOND (Brandenburg, 2005)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL(Scheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0301
_diffrn_reflns_av_sigmaI/netI    0.0503
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8562
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         1.36
_exptl_absorpt_coefficient_mu    1.335
_exptl_absorpt_correction_T_max  0.728
_exptl_absorpt_correction_T_min  0.675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             482
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.812
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4353
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0396
_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)+(0.0481P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1038
_reflns_number_gt                3422
_reflns_number_total             4445
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg4000445_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4507674
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
Zn1 Zn 0.95620(4) 0.72269(4) 0.681843(19) 0.02979(12) Uani 1 1 d .
C1 C 0.6626(4) 0.8216(4) 0.75878(19) 0.0379(7) Uani 1 1 d .
H1 H 0.6417 0.7204 0.7756 0.045 Uiso 1 1 calc R
C2 C 0.5491(4) 0.9119(4) 0.78006(18) 0.0338(6) Uani 1 1 d .
H2 H 0.4523 0.8709 0.8097 0.041 Uiso 1 1 calc R
C3 C 0.5789(3) 1.0632(3) 0.75751(16) 0.0274(6) Uani 1 1 d .
C4 C 0.7250(3) 1.1176(4) 0.71232(17) 0.0318(6) Uani 1 1 d .
H4 H 0.7497 1.2191 0.6957 0.038 Uiso 1 1 calc R
C5 C 0.8323(4) 1.0200(4) 0.69258(18) 0.0338(7) Uani 1 1 d .
H5 H 0.9296 1.0580 0.6626 0.041 Uiso 1 1 calc R
C6 C 0.4671(3) 1.1747(3) 0.77987(17) 0.0298(6) Uani 1 1 d .
C7 C 0.2444(3) 1.2401(3) 0.86429(18) 0.0316(6) Uani 1 1 d .
H7A H 0.1418 1.1821 0.8901 0.038 Uiso 1 1 calc R
H7B H 0.1957 1.2849 0.8155 0.038 Uiso 1 1 calc R
C8 C 0.3731(3) 1.3755(3) 0.93400(17) 0.0279(6) Uani 1 1 d .
C9 C 0.4374(3) 1.5331(3) 0.92004(17) 0.0295(6) Uani 1 1 d .
C10 C 0.4389(4) 1.3475(3) 1.01669(18) 0.0301(6) Uani 1 1 d .
C11 C 1.2271(3) 0.7928(4) 0.58215(17) 0.0308(6) Uani 1 1 d .
C12 C 1.3668(3) 0.9000(3) 0.53843(16) 0.0268(6) Uani 1 1 d .
C13 C 1.5021(3) 0.8436(3) 0.50598(17) 0.0295(6) Uani 1 1 d .
H13 H 1.5042 0.7391 0.5102 0.035 Uiso 1 1 calc R
C14 C 1.3655(3) 1.0570(3) 0.53289(17) 0.0305(6) Uani 1 1 d .
H14 H 1.2759 1.0956 0.5552 0.037 Uiso 1 1 calc R
C15 C 1.0466(4) 0.6812(4) 0.85426(18) 0.0323(6) Uani 1 1 d .
C16 C 1.0218(3) 0.5883(3) 0.93049(17) 0.0262(6) Uani 1 1 d .
C17 C 0.9056(4) 0.4297(3) 0.91526(17) 0.0326(6) Uani 1 1 d .
H17 H 0.8420 0.3817 0.8581 0.039 Uiso 1 1 calc R
C18 C 1.1159(4) 0.6574(4) 1.01542(18) 0.0329(6) Uani 1 1 d .
H18 H 1.1943 0.7630 1.0263 0.039 Uiso 1 1 calc R
F1 F 0.3781(2) 1.5725(2) 0.84155(10) 0.0406(4) Uani 1 1 d .
F2 F 0.3829(3) 1.1962(2) 1.03487(11) 0.0477(5) Uani 1 1 d .
N1 N 0.8027(3) 0.8732(3) 0.71458(14) 0.0318(5) Uani 1 1 d .
N2 N 0.3388(3) 1.1287(3) 0.83017(14) 0.0308(5) Uani 1 1 d .
H2A H 0.3117 1.0324 0.8425 0.037 Uiso 1 1 calc R
O1 O 0.5032(3) 1.3075(3) 0.75656(14) 0.0421(5) Uani 1 1 d .
O2 O 1.1440(3) 0.8646(2) 0.63228(13) 0.0389(5) Uani 1 1 d .
O3 O 1.1973(3) 0.6436(3) 0.56930(15) 0.0440(5) Uani 1 1 d .
O4 O 0.9650(3) 0.6020(3) 0.77709(13) 0.0425(5) Uani 1 1 d .
O5 O 1.1422(3) 0.8242(3) 0.86900(14) 0.0492(6) Uani 1 1 d .
O6 O 0.7801(3) 0.5612(3) 0.58462(14) 0.0559(7) Uani 1 1 d .
H6A H 0.6754 0.5318 0.5959 0.084 Uiso 1 1 d R
H6B H 0.8122 0.5091 0.5447 0.084 Uiso 1 1 d R
O7 O 0.4434(3) 0.4711(3) 0.62111(15) 0.0575(7) Uani 1 1 d .
H7AA H 0.3700 0.5224 0.6135 0.086 Uiso 1 1 d R
H7AB H 0.4473 0.4230 0.6635 0.086 Uiso 1 1 d 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'
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 O2 133.01(9) . .
O4 Zn1 O6 102.64(10) . .
O2 Zn1 O6 109.60(9) . .
O4 Zn1 N1 105.88(9) . .
O2 Zn1 N1 100.58(9) . .
O6 Zn1 N1 100.96(9) . .
N1 C1 C2 122.8(3) . .
N1 C1 H1 118.6 . .
C2 C1 H1 118.6 . .
C1 C2 C3 119.9(2) . .
C1 C2 H2 120.1 . .
C3 C2 H2 120.1 . .
C2 C3 C4 117.5(3) . .
C2 C3 C6 124.4(2) . .
C4 C3 C6 118.1(2) . .
C5 C4 C3 119.5(3) . .
C5 C4 H4 120.2 . .
C3 C4 H4 120.2 . .
N1 C5 C4 122.8(2) . .
N1 C5 H5 118.6 . .
C4 C5 H5 118.6 . .
O1 C6 N2 122.1(3) . .
O1 C6 C3 119.9(2) . .
N2 C6 C3 117.9(2) . .
N2 C7 C8 111.1(2) . .
N2 C7 H7A 109.4 . .
C8 C7 H7A 109.4 . .
N2 C7 H7B 109.4 . .
C8 C7 H7B 109.4 . .
H7A C7 H7B 108.0 . .
C9 C8 C10 115.4(2) . .
C9 C8 C7 123.4(2) . .
C10 C8 C7 121.2(3) . .
F1 C9 C10 118.3(2) . 2_687
F1 C9 C8 119.6(2) . .
C10 C9 C8 122.1(2) 2_687 .
F2 C10 C9 118.8(2) . 2_687
F2 C10 C8 118.7(2) . .
C9 C10 C8 122.4(3) 2_687 .
O3 C11 O2 123.3(2) . .
O3 C11 C12 121.0(2) . .
O2 C11 C12 115.8(3) . .
C13 C12 C14 119.7(2) . .
C13 C12 C11 119.8(3) . .
C14 C12 C11 120.5(2) . .
C12 C13 C14 120.2(3) . 2_876
C12 C13 H13 119.9 . .
C14 C13 H13 119.9 2_876 .
C12 C14 C13 120.1(2) . 2_876
C12 C14 H14 120.0 . .
C13 C14 H14 120.0 2_876 .
O5 C15 O4 124.4(3) . .
O5 C15 C16 119.8(3) . .
O4 C15 C16 115.8(2) . .
C18 C16 C17 119.1(2) . .
C18 C16 C15 120.7(2) . .
C17 C16 C15 120.2(2) . .
C18 C17 C16 120.6(3) 2_767 .
C18 C17 H17 119.7 2_767 .
C16 C17 H17 119.7 . .
C16 C18 C17 120.4(3) . 2_767
C16 C18 H18 119.8 . .
C17 C18 H18 119.8 2_767 .
C5 N1 C1 117.6(2) . .
C5 N1 Zn1 123.26(18) . .
C1 N1 Zn1 119.2(2) . .
C6 N2 C7 120.4(2) . .
C6 N2 H2A 119.8 . .
C7 N2 H2A 119.8 . .
C11 O2 Zn1 114.63(18) . .
C15 O4 Zn1 117.24(19) . .
Zn1 O6 H6A 113.0 . .
Zn1 O6 H6B 123.2 . .
H6A O6 H6B 121.4 . .
H7AA O7 H7AB 121.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 1.915(2) .
Zn1 O2 1.9264(19) .
Zn1 O6 1.979(2) .
Zn1 N1 2.056(2) .
C1 N1 1.346(3) .
C1 C2 1.373(4) .
C1 H1 0.9300 .
C2 C3 1.375(4) .
C2 H2 0.9300 .
C3 C4 1.396(3) .
C3 C6 1.505(4) .
C4 C5 1.375(4) .
C4 H4 0.9300 .
C5 N1 1.335(4) .
C5 H5 0.9300 .
C6 O1 1.227(3) .
C6 N2 1.333(3) .
C7 N2 1.454(3) .
C7 C8 1.506(4) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.381(4) .
C8 C10 1.383(4) .
C9 F1 1.354(3) .
C9 C10 1.371(4) 2_687
C10 F2 1.349(3) .
C10 C9 1.371(4) 2_687
C11 O3 1.245(3) .
C11 O2 1.272(3) .
C11 C12 1.503(3) .
C12 C13 1.387(4) .
C12 C14 1.390(4) .
C13 C14 1.391(3) 2_876
C13 H13 0.9300 .
C14 C13 1.391(3) 2_876
C14 H14 0.9300 .
C15 O5 1.233(3) .
C15 O4 1.277(3) .
C15 C16 1.510(4) .
C16 C18 1.377(4) .
C16 C17 1.393(4) .
C17 C18 1.386(4) 2_767
C17 H17 0.9300 .
C18 C17 1.386(4) 2_767
C18 H18 0.9300 .
N2 H2A 0.8600 .
O6 H6A 0.8200 .
O6 H6B 0.8200 .
O7 H7AA 0.8201 .
O7 H7AB 0.8201 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O7 H7AA O3 0.82 2.02 2.832(4) 169 1_455 yes
O7 H7AB O1 0.82 1.93 2.734(3) 168 1_545 yes
N2 H2A O5 0.86 2.04 2.846(4) 155 1_455 yes
O6 H6A O7 0.82 1.82 2.636(4) 179 . yes
O6 H6B O3 0.82 2.04 2.829(3) 161 2_766 yes
C1 H1 F1 0.93 2.48 3.141(4) 128 1_545 yes
C7 H7B F1 0.97 2.46 2.881(3) 106 . yes
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_4
N1 C1 C2 C3 -1.2(5) .
C1 C2 C3 C4 0.7(4) .
C1 C2 C3 C6 -178.1(3) .
C2 C3 C4 C5 -0.2(4) .
C6 C3 C4 C5 178.6(2) .
C3 C4 C5 N1 0.3(4) .
C2 C3 C6 O1 -179.6(3) .
C4 C3 C6 O1 1.7(4) .
C2 C3 C6 N2 4.8(4) .
C4 C3 C6 N2 -173.9(2) .
N2 C7 C8 C9 108.8(3) .
N2 C7 C8 C10 -69.4(3) .
C10 C8 C9 F1 -178.9(2) .
C7 C8 C9 F1 2.8(4) .
C10 C8 C9 C10 1.4(4) 2_687
C7 C8 C9 C10 -177.0(2) 2_687
C9 C8 C10 F2 -179.6(2) .
C7 C8 C10 F2 -1.2(4) .
C9 C8 C10 C9 -1.4(4) 2_687
C7 C8 C10 C9 177.0(2) 2_687
O3 C11 C12 C13 -19.6(4) .
O2 C11 C12 C13 160.2(2) .
O3 C11 C12 C14 162.6(3) .
O2 C11 C12 C14 -17.6(4) .
C14 C12 C13 C14 -0.8(4) 2_876
C11 C12 C13 C14 -178.6(2) 2_876
C13 C12 C14 C13 0.8(4) 2_876
C11 C12 C14 C13 178.6(2) 2_876
O5 C15 C16 C18 -5.1(4) .
O4 C15 C16 C18 174.5(2) .
O5 C15 C16 C17 176.3(3) .
O4 C15 C16 C17 -4.2(4) .
C18 C16 C17 C18 0.4(5) 2_767
C15 C16 C17 C18 179.0(3) 2_767
C17 C16 C18 C17 -0.4(5) 2_767
C15 C16 C18 C17 -179.0(3) 2_767
C4 C5 N1 C1 -0.8(4) .
C4 C5 N1 Zn1 177.8(2) .
C2 C1 N1 C5 1.3(4) .
C2 C1 N1 Zn1 -177.4(2) .
O4 Zn1 N1 C5 147.5(2) .
O2 Zn1 N1 C5 6.7(2) .
O6 Zn1 N1 C5 -105.8(2) .
O4 Zn1 N1 C1 -33.9(2) .
O2 Zn1 N1 C1 -174.7(2) .
O6 Zn1 N1 C1 72.8(2) .
O1 C6 N2 C7 -4.0(4) .
C3 C6 N2 C7 171.4(2) .
C8 C7 N2 C6 -69.2(3) .
O3 C11 O2 Zn1 -3.6(4) .
C12 C11 O2 Zn1 176.67(17) .
O4 Zn1 O2 C11 76.5(2) .
O6 Zn1 O2 C11 -54.0(2) .
N1 Zn1 O2 C11 -159.82(19) .
O5 C15 O4 Zn1 -11.1(4) .
C16 C15 O4 Zn1 169.38(17) .
O2 Zn1 O4 C15 57.8(2) .
O6 Zn1 O4 C15 -169.44(19) .
N1 Zn1 O4 C15 -64.0(2) .
