#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:54:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179546 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/15/4501579.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_4501579
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            'C14 H8 Cu F4 N O5'
_chemical_formula_weight         409.75
_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                98.693(10)
_cell_angle_beta                 102.646(10)
_cell_angle_gamma                106.529(11)
_cell_formula_units_Z            2
_cell_length_a                   7.509(5)
_cell_length_b                   8.497(6)
_cell_length_c                   11.853(8)
_cell_measurement_temperature    293(2)
_cell_volume                     688.8(8)
_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 0.928
_diffrn_measured_fraction_theta_max 0.928
_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  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0409
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3419
_diffrn_reflns_theta_full        24.71
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         1.81
_exptl_absorpt_coefficient_mu    1.665
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_correction_T_min  0.607
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            turquoise
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2168
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0475
_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)+(0.0589P)²+1.4579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1203
_reflns_number_gt                1771
_reflns_number_total             2168
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg100121n_si_002.cif
_cod_data_source_block           compound_12
_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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4501579
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
Cu1 Cu 0.66449(9) 0.64416(7) 0.95439(5) 0.0263(2) Uani 1 1 d D
C1 C 0.8491(8) 0.5198(5) 1.1216(4) 0.0246(11) Uani 1 1 d .
C2 C 0.8784(7) 0.3927(5) 1.1941(4) 0.0223(10) Uani 1 1 d .
C3 C 1.0019(7) 0.4424(6) 1.3087(4) 0.0287(11) Uani 1 1 d .
C4 C 1.0275(7) 0.3285(6) 1.3749(4) 0.0285(11) Uani 1 1 d .
C5 C 0.9314(7) 0.1591(6) 1.3267(4) 0.0266(11) Uani 1 1 d .
C6 C 0.8118(7) 0.1001(5) 1.2114(4) 0.0232(10) Uani 1 1 d .
C7 C 0.7894(7) 0.2218(6) 1.1498(4) 0.0249(11) Uani 1 1 d .
C8 C 0.7119(7) -0.0874(6) 1.1586(4) 0.0254(11) Uani 1 1 d .
C9 C 0.7346(8) 0.9176(6) 0.8265(4) 0.0296(12) Uani 1 1 d .
H9 H 0.8136 0.9830 0.9003 0.027(13) Uiso 1 1 calc R
C10 C 0.5260(8) 0.6644(6) 0.7092(4) 0.0321(12) Uani 1 1 d .
H10 H 0.4584 0.5511 0.7008 0.029(13) Uiso 1 1 calc R
C11 C 0.7216(8) 0.9919(6) 0.7315(4) 0.0323(12) Uani 1 1 d .
H11 H 0.7899 1.1056 0.7422 0.029(13) Uiso 1 1 calc R
C12 C 0.5059(8) 0.7304(6) 0.6107(4) 0.0337(12) Uani 1 1 d .
H12 H 0.4249 0.6631 0.5379 0.033(14) Uiso 1 1 calc R
C13 C 0.6076(7) 0.8992(6) 0.6199(4) 0.0308(12) Uani 1 1 d .
C14 C 0.5905(8) 0.9734(7) 0.5130(4) 0.0377(13) Uani 1 1 d .
H14A H 0.5846 0.8911 0.4448 0.051(17) Uiso 1 1 calc R
H14B H 0.7043 1.0708 0.5259 0.07(2) Uiso 1 1 calc R
N1 N 0.6388(6) 0.7549(5) 0.8180(3) 0.0241(9) Uani 1 1 d .
F1 F 1.0965(5) 0.6060(3) 1.3575(2) 0.0420(8) Uani 1 1 d .
F2 F 1.1456(5) 0.3802(4) 1.4857(2) 0.0439(8) Uani 1 1 d .
F3 F 0.9609(4) 0.0509(4) 1.3937(2) 0.0372(7) Uani 1 1 d .
F4 F 0.6743(4) 0.1694(3) 1.0377(2) 0.0354(7) Uani 1 1 d .
O1 O 0.6748(5) 0.5127(4) 1.0785(3) 0.0238(7) Uani 1 1 d .
O2 O 0.9909(5) 0.6191(4) 1.1053(3) 0.0325(8) Uani 1 1 d .
O3 O 0.7438(5) -0.1384(4) 1.0619(3) 0.0302(8) Uani 1 1 d .
O4 O 0.6124(6) -0.1672(4) 1.2128(3) 0.0434(10) Uani 1 1 d .
O5 O 0.6733(5) 0.4485(4) 0.8450(3) 0.0273(8) Uani 1 1 d D
H5A H 0.580(4) 0.357(3) 0.830(4) 0.023(13) Uiso 1 1 d D
H5B H 0.772(4) 0.418(5) 0.862(4) 0.030(15) Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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 Cu1 O5 161.15(15) 1_565 .
O3 Cu1 O1 96.08(14) 1_565 .
O5 Cu1 O1 87.59(14) . .
O3 Cu1 N1 89.38(15) 1_565 .
O5 Cu1 N1 87.73(15) . .
O1 Cu1 N1 174.33(14) . .
O3 Cu1 O1 112.38(13) 1_565 2_667
O5 Cu1 O1 86.46(13) . 2_667
O1 Cu1 O1 78.04(13) . 2_667
N1 Cu1 O1 98.47(14) . 2_667
O2 C1 O1 124.4(4) . .
O2 C1 C2 119.0(4) . .
O1 C1 C2 116.6(4) . .
C7 C2 C3 116.2(4) . .
C7 C2 C1 122.2(4) . .
C3 C2 C1 121.6(4) . .
F1 C3 C4 118.3(4) . .
F1 C3 C2 119.9(4) . .
C4 C3 C2 121.8(4) . .
F2 C4 C3 120.5(4) . .
F2 C4 C5 120.1(4) . .
C3 C4 C5 119.4(4) . .
F3 C5 C4 117.8(4) . .
F3 C5 C6 120.3(4) . .
C4 C5 C6 121.9(4) . .
C7 C6 C5 115.9(4) . .
C7 C6 C8 123.0(4) . .
C5 C6 C8 121.1(4) . .
F4 C7 C2 117.6(4) . .
F4 C7 C6 117.6(4) . .
C2 C7 C6 124.8(4) . .
O4 C8 O3 128.9(4) . .
O4 C8 C6 117.3(4) . .
O3 C8 C6 113.7(4) . .
N1 C9 C11 123.1(4) . .
N1 C10 C12 123.5(5) . .
C9 C11 C13 120.5(5) . .
C10 C12 C13 119.7(5) . .
C11 C13 C12 116.7(4) . .
C11 C13 C14 122.6(5) . .
C12 C13 C14 120.6(5) . .
C13 C14 C14 111.5(5) . 2_676
C9 N1 C10 116.5(4) . .
C9 N1 Cu1 123.3(3) . .
C10 N1 Cu1 120.1(3) . .
C1 O1 Cu1 109.5(3) . .
C1 O1 Cu1 146.0(3) . 2_667
Cu1 O1 Cu1 101.96(13) . 2_667
C8 O3 Cu1 133.8(3) . 1_545
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3 1.930(3) 1_565
Cu1 O5 1.974(3) .
Cu1 O1 1.979(3) .
Cu1 N1 1.991(4) .
Cu1 O1 2.428(4) 2_667
C1 O2 1.230(6) .
C1 O1 1.277(6) .
C1 C2 1.511(6) .
C2 C7 1.377(6) .
C2 C3 1.392(7) .
C3 F1 1.336(5) .
C3 C4 1.363(7) .
C4 F2 1.341(5) .
C4 C5 1.378(7) .
C5 F3 1.336(5) .
C5 C6 1.387(6) .
C6 C7 1.380(6) .
C6 C8 1.519(6) .
C7 F4 1.345(5) .
C8 O4 1.218(6) .
C8 O3 1.260(6) .
C9 N1 1.341(6) .
C9 C11 1.370(7) .
C10 N1 1.351(6) .
C10 C12 1.368(7) .
C11 C13 1.381(7) .
C12 C13 1.395(7) .
C13 C14 1.496(6) .
C14 C14 1.535(11) 2_676
O1 Cu1 2.428(3) 2_667
O3 Cu1 1.930(3) 1_545
