#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:54:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179546 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/15/4501586.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_4501586
loop_
_publ_author_name
'Hulvey, Zeric'
'Furman, Joshua D.'
'Turner, Sara A.'
'Tang, Min'
'Cheetham, Anthony K.'
_publ_section_title
;
 Dimensionality Trends in Metal−Organic Frameworks Containing
 Perfluorinated or Nonfluorinated Benzenedicarboxylates
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2041
_journal_paper_doi               10.1021/cg100121n
_journal_volume                  10
_journal_year                    2010
_chemical_formula_sum            'C26 H18 F4 N3 O4 Zn'
_chemical_formula_weight         577.80
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 119.258(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   30.939(7)
_cell_length_b                   10.454(2)
_cell_length_c                   17.214(4)
_cell_measurement_temperature    293(2)
_cell_volume                     4857.4(18)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0525
_diffrn_reflns_av_sigmaI/netI    0.0502
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19453
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    1.081
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2344
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4907
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0564
_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)+(0.0515P)²+10.7441P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1275
_reflns_number_gt                3518
_reflns_number_total             4907
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg100121n_si_002.cif
_cod_data_source_block           compound_19
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4501586
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Zn1 Zn 0.879186(15) 0.20540(4) 0.81365(3) 0.03122(15) Uani 1 1 d .
C1 C 0.86496(15) 0.0227(4) 0.6901(3) 0.0419(10) Uani 1 1 d .
C2 C 0.84900(13) -0.1035(3) 0.6403(2) 0.0333(8) Uani 1 1 d .
C3 C 0.81527(14) -0.1845(4) 0.6460(2) 0.0374(9) Uani 1 1 d .
C4 C 0.79984(14) -0.2960(4) 0.5973(3) 0.0386(9) Uani 1 1 d .
C5 C 0.81758(14) -0.3286(4) 0.5413(2) 0.0374(9) Uani 1 1 d .
C6 C 0.85168(13) -0.2531(4) 0.5325(2) 0.0326(8) Uani 1 1 d .
C7 C 0.86610(13) -0.1423(4) 0.5830(2) 0.0335(8) Uani 1 1 d .
C8 C 0.87056(15) -0.2851(4) 0.4677(2) 0.0389(9) Uani 1 1 d .
C9 C 0.77869(17) 0.3186(5) 0.6644(4) 0.0680(15) Uani 1 1 d .
H9 H 0.7983 0.3828 0.6604 0.10(2) Uiso 1 1 calc R
C10 C 0.77101(15) 0.1427(4) 0.7306(3) 0.0470(10) Uani 1 1 d .
H10 H 0.7852 0.0801 0.7743 0.077(16) Uiso 1 1 calc R
C11 C 0.72873(18) 0.3213(6) 0.6058(4) 0.0761(17) Uani 1 1 d .
H11 H 0.7155 0.3854 0.5630 0.10(2) Uiso 1 1 calc R
C12 C 0.72051(15) 0.1382(4) 0.6746(3) 0.0504(11) Uani 1 1 d .
H12 H 0.7017 0.0736 0.6807 0.050(12) Uiso 1 1 calc R
C13 C 0.69824(15) 0.2293(4) 0.6102(3) 0.0506(11) Uani 1 1 d .
C14 C 0.64332(16) 0.2311(5) 0.5471(4) 0.0697(15) Uani 1 1 d .
H14A H 0.6375 0.2364 0.4865 0.18(4) Uiso 1 1 calc R
H14B H 0.6290 0.1516 0.5529 0.10(2) Uiso 1 1 calc R
C15 C 0.61808(16) 0.3398(5) 0.5638(4) 0.0609(13) Uani 1 1 d .
H15A H 0.6309 0.4191 0.5538 0.13(3) Uiso 1 1 calc R
H15B H 0.6261 0.3380 0.6257 0.17(3) Uiso 1 1 calc R
C16 C 0.56244(14) 0.3384(4) 0.5058(3) 0.0406(9) Uani 1 1 d .
C17 C 0.53168(15) 0.3464(4) 0.5424(3) 0.0420(10) Uani 1 1 d .
H17 H 0.5451 0.3562 0.6036 0.050(12) Uiso 1 1 calc R
C18 C 0.53969(16) 0.3308(5) 0.4136(3) 0.0514(11) Uani 1 1 d .
H18 H 0.5586 0.3294 0.3851 0.065(14) Uiso 1 1 calc R
C19 C 0.48119(15) 0.3398(4) 0.4888(3) 0.0409(9) Uani 1 1 d .
H19 H 0.4613 0.3448 0.5153 0.028(9) Uiso 1 1 calc R
C20 C 0.48910(14) 0.3255(4) 0.3651(3) 0.0464(11) Uani 1 1 d .
H20 H 0.4746 0.3207 0.3034 0.048(12) Uiso 1 1 calc R
C21 C 0.89786(15) 0.3934(4) 0.6975(3) 0.0399(9) Uani 1 1 d .
H21 H 0.8796 0.3346 0.6527 0.051(12) Uiso 1 1 calc R
C22 C 0.92760(17) 0.4627(4) 0.8393(3) 0.0487(11) Uani 1 1 d .
H22 H 0.9303 0.4542 0.8953 0.051(12) Uiso 1 1 calc R
C23 C 0.92006(15) 0.4930(4) 0.6780(3) 0.0428(10) Uani 1 1 d .
H23 H 0.9163 0.5005 0.6211 0.046(12) Uiso 1 1 calc R
C24 C 0.95111(17) 0.5634(4) 0.8246(3) 0.0513(11) Uani 1 1 d .
H24 H 0.9696 0.6204 0.8705 0.061(13) Uiso 1 1 calc R
C25 C 0.94755(14) 0.5808(4) 0.7417(3) 0.0380(9) Uani 1 1 d .
C26 C 0.97181(14) 0.6925(4) 0.7226(3) 0.0423(10) Uani 1 1 d .
H26A H 0.9594 0.7712 0.7342 0.047(12) Uiso 1 1 calc R
H26B H 0.9623 0.6915 0.6599 0.043(11) Uiso 1 1 calc R
N1 N 0.80041(12) 0.2294(3) 0.7262(2) 0.0388(8) Uani 1 1 d .
N2 N 0.45924(11) 0.3266(3) 0.4004(2) 0.0372(8) Uani 1 1 d .
N3 N 0.90106(11) 0.3765(3) 0.7770(2) 0.0363(7) Uani 1 1 d .
F1 F 0.79513(9) -0.1549(2) 0.69679(16) 0.0543(7) Uani 1 1 d .
F2 F 0.76634(10) -0.3710(2) 0.60372(18) 0.0592(7) Uani 1 1 d .
F3 F 0.80116(10) -0.4364(2) 0.49421(17) 0.0608(7) Uani 1 1 d .
F4 F 0.90160(8) -0.0721(2) 0.58037(15) 0.0459(6) Uani 1 1 d .
O1 O 0.87304(10) 0.0230(3) 0.76889(17) 0.0473(7) Uani 1 1 d .
O2 O 0.86834(16) 0.1151(3) 0.6506(3) 0.0783(12) Uani 1 1 d .
O3 O 0.86583(10) -0.1960(3) 0.41519(16) 0.0417(6) Uani 1 1 d .
O4 O 0.88963(16) -0.3891(3) 0.4743(3) 0.0785(12) 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'
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
O3 Zn1 O1 105.45(12) 6_556 .
O3 Zn1 N3 122.64(12) 6_556 .
O1 Zn1 N3 131.69(12) . .
O3 Zn1 N1 88.30(11) 6_556 .
O1 Zn1 N1 88.87(12) . .
N3 Zn1 N1 96.31(12) . .
O3 Zn1 N2 92.54(11) 6_556 8_556
O1 Zn1 N2 88.87(11) . 8_556
N3 Zn1 N2 85.03(12) . 8_556
N1 Zn1 N2 177.73(12) . 8_556
O2 C1 O1 125.2(4) . .
O2 C1 C2 117.9(4) . .
O1 C1 C2 116.8(4) . .
C3 C2 C7 115.7(3) . .
C3 C2 C1 122.7(3) . .
C7 C2 C1 121.6(3) . .
F1 C3 C4 117.4(3) . .
F1 C3 C2 120.9(3) . .
C4 C3 C2 121.6(3) . .
F2 C4 C5 120.2(3) . .
F2 C4 C3 119.7(3) . .
C5 C4 C3 120.1(3) . .
F3 C5 C4 118.3(3) . .
F3 C5 C6 119.9(3) . .
C4 C5 C6 121.7(3) . .
C5 C6 C7 115.9(3) . .
C5 C6 C8 122.6(3) . .
C7 C6 C8 121.4(3) . .
F4 C7 C6 117.0(3) . .
F4 C7 C2 117.9(3) . .
C6 C7 C2 124.9(3) . .
O4 C8 O3 127.7(4) . .
O4 C8 C6 117.9(4) . .
O3 C8 C6 114.3(4) . .
N1 C9 C11 123.5(5) . .
N1 C10 C12 124.3(4) . .
C9 C11 C13 120.1(5) . .
C13 C12 C10 119.6(4) . .
C12 C13 C11 116.4(4) . .
C12 C13 C14 122.6(5) . .
C11 C13 C14 121.0(5) . .
C15 C14 C13 112.7(4) . .
C14 C15 C16 113.8(4) . .
C17 C16 C18 116.7(4) . .
C17 C16 C15 121.1(4) . .
C18 C16 C15 122.2(4) . .
C19 C17 C16 120.1(4) . .
C20 C18 C16 119.3(4) . .
N2 C19 C17 123.3(4) . .
N2 C20 C18 124.2(4) . .
N3 C21 C23 123.7(4) . .
N3 C22 C24 122.9(4) . .
C25 C23 C21 120.2(4) . .
C22 C24 C25 120.5(4) . .
C23 C25 C24 116.4(4) . .
C23 C25 C26 121.8(4) . .
C24 C25 C26 121.8(4) . .
C25 C26 C26 113.9(3) . 2_756
C10 N1 C9 116.0(4) . .
C10 N1 Zn1 117.1(3) . .
C9 N1 Zn1 126.7(3) . .
C20 N2 C19 116.2(3) . .
C20 N2 Zn1 119.3(3) . 8_455
C19 N2 Zn1 124.4(3) . 8_455
C22 N3 C21 116.4(3) . .
C22 N3 Zn1 119.5(3) . .
C21 N3 Zn1 122.9(3) . .
C1 O1 Zn1 110.2(3) . .
C8 O3 Zn1 126.6(3) . 6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O3 1.985(2) 6_556
Zn1 O1 2.031(3) .
Zn1 N3 2.115(3) .
Zn1 N1 2.164(3) .
Zn1 N2 2.205(3) 8_556
C1 O2 1.216(5) .
C1 O1 1.253(5) .
C1 C2 1.518(5) .
C2 C3 1.384(5) .
C2 C7 1.388(5) .
C3 F1 1.335(4) .
C3 C4 1.377(5) .
C4 F2 1.347(4) .
C4 C5 1.365(5) .
C5 F3 1.336(4) .
C5 C6 1.384(5) .
C6 C7 1.385(5) .
C6 C8 1.529(5) .
C7 F4 1.340(4) .
C8 O4 1.216(5) .
C8 O3 1.255(5) .
C9 N1 1.324(6) .
C9 C11 1.372(6) .
C10 N1 1.313(5) .
C10 C12 1.378(6) .
C11 C13 1.375(7) .
C12 C13 1.365(6) .
C13 C14 1.504(6) .
C14 C15 1.484(7) .
C15 C16 1.510(6) .
C16 C17 1.377(6) .
C16 C18 1.388(6) .
C17 C19 1.374(6) .
C18 C20 1.368(6) .
C19 N2 1.335(5) .
C20 N2 1.332(5) .
C21 N3 1.335(5) .
C21 C23 1.377(5) .
C22 N3 1.333(5) .
C22 C24 1.372(6) .
C23 C25 1.362(5) .
C24 C25 1.388(6) .
C25 C26 1.509(5) .
C26 C26 1.525(8) 2_756
N2 Zn1 2.205(3) 8_455
O3 Zn1 1.985(2) 6
