#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:37:57 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180047 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/41/7034133.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_7034133
loop_
_publ_author_name
'Sobieray, Miriam'
'Gode, Jens'
'Seidel, Christiane'
'Poß, Marieke'
'Feldmann, Claus'
'Ruschewitz, Uwe'
_publ_section_title
;
 Bright luminescence in lanthanide coordination polymers with
 tetrafluoroterephthalate as a bridging ligand.
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6249
_journal_page_last               6259
_journal_paper_doi               10.1039/c4dt03733b
_journal_volume                  44
_journal_year                    2015
_chemical_formula_sum            'C16 H21 Eu F4 N6 O12'
_chemical_formula_weight         717.35
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2014-09-19 deposited with the CCDC.
2015-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                101.707(3)
_cell_angle_beta                 104.300(3)
_cell_angle_gamma                101.651(3)
_cell_formula_units_Z            2
_cell_length_a                   10.9465(5)
_cell_length_b                   11.1155(5)
_cell_length_c                   11.4684(5)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      59.53
_cell_measurement_theta_min      2.29
_cell_volume                     1276.49(11)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20469
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.176
_diffrn_reflns_theta_min         1.901
_exptl_absorpt_coefficient_mu    2.556
_exptl_absorpt_correction_T_max  0.7079
_exptl_absorpt_correction_T_min  0.4428
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'STOE XRed, XShape'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_description       block
_exptl_crystal_F_000             708
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: formamide'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.737
_refine_diff_density_min         -0.859
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.0044(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         6852
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0233
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0305P)²+1.0098P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0577
_refine_ls_wR_factor_ref         0.0599
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6422
_reflns_number_total             6852
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4dt03733b2.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
'Adding full bibliography for 7034127--7034136.cif.'
_cod_original_cell_volume        1276.49(10)
_cod_database_code               7034133
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Eu1 Eu 0.11058(2) 0.37382(2) 0.50172(2) 0.02143(5) Uani 1 1 d . .
F7 F 0.3113(2) 0.28418(19) 0.95964(17) 0.0540(5) Uani 1 1 d . .
C4 C -0.1095(3) 0.4629(3) 0.0337(2) 0.0344(5) Uani 1 1 d . .
O12B O -0.12259(16) 0.40590(16) 0.43824(15) 0.0291(3) Uani 1 1 d . .
F8 F 0.55595(19) 0.58116(19) 0.80767(15) 0.0504(5) Uani 1 1 d . .
F4 F -0.21916(18) 0.4211(3) 0.06260(17) 0.0610(6) Uani 1 1 d . .
O9 O 0.0643(2) 0.17207(18) 0.55840(17) 0.0398(4) Uani 1 1 d . .
O1 O 0.06855(17) 0.43202(17) 0.30261(15) 0.0300(3) Uani 1 1 d . .
O11 O 0.32207(18) 0.48303(18) 0.47585(18) 0.0356(4) Uani 1 1 d . .
O5A O 0.2906(2) 0.3999(2) 0.67593(18) 0.0412(4) Uani 1 1 d . .
O12A O -0.09874(19) 0.22293(18) 0.34986(19) 0.0390(4) Uani 1 1 d . .
O10 O 0.1741(2) 0.21804(19) 0.36506(19) 0.0397(4) Uani 1 1 d . .
F3 F 0.23600(18) 0.5897(3) 0.17524(17) 0.0668(7) Uani 1 1 d . .
O2 O 0.0300(2) 0.41011(19) 0.68446(17) 0.0402(4) Uani 1 1 d . .
C1 C 0.0166(2) 0.5105(2) 0.2614(2) 0.0270(4) Uani 1 1 d . .
O5B O 0.3730(2) 0.2404(2) 0.7137(2) 0.0495(5) Uani 1 1 d . .
C14 C 0.0047(4) 0.8260(4) 0.9929(4) 0.0628(9) Uani 1 1 d . .
H14 H -0.0780 0.7690 0.9610 0.075 Uiso 1 1 calc R U
C2 C 0.0089(2) 0.5076(2) 0.1261(2) 0.0284(4) Uani 1 1 d . .
O15 O 0.3542(3) 0.9772(4) 0.0436(4) 0.0841(10) Uani 1 1 d . .
C6 C 0.4306(2) 0.4275(3) 0.8766(2) 0.0315(5) Uani 1 1 d . .
C3 C 0.1181(3) 0.5445(3) 0.0899(2) 0.0351(5) Uani 1 1 d . .
N11 N 0.4617(2) 0.6369(3) 0.4369(3) 0.0435(5) Uani 1 1 d . .
H3A H 0.5248 0.6017 0.4527 0.052 Uiso 1 1 calc R U
H3B H 0.4738 0.7071 0.4154 0.052 Uiso 1 1 calc R U
C7 C 0.4065(3) 0.3902(3) 0.9777(2) 0.0354(5) Uani 1 1 d . .
C12 C -0.1691(2) 0.2972(2) 0.3586(2) 0.0289(4) Uani 1 1 d . .
N9 N 0.0504(3) 0.0417(2) 0.6832(3) 0.0506(7) Uani 1 1 d . .
H1A H 0.0367 -0.0254 0.6239 0.061 Uiso 1 1 calc R U
H1B H 0.0534 0.0351 0.7572 0.061 Uiso 1 1 calc R U
N16 N 0.3076(9) 0.0128(6) 0.5088(6) 0.156(3) Uani 1 1 d . .
H40A H 0.3816 0.0587 0.5602 0.187 Uiso 1 1 calc R U
H40B H 0.2371 0.0345 0.5116 0.187 Uiso 1 1 calc R U
C10 C 0.2513(3) 0.2186(3) 0.3033(3) 0.0477(7) Uani 1 1 d . .
H10 H 0.3170 0.2932 0.3212 0.057 Uiso 1 1 calc R U
C8 C 0.5261(3) 0.5392(3) 0.9019(2) 0.0344(5) Uani 1 1 d . .
C5 C 0.3577(2) 0.3473(3) 0.7433(2) 0.0330(5) Uani 1 1 d . .
N14 N 0.0742(4) 0.8348(4) 0.9184(3) 0.0659(9) Uani 1 1 d . .
H12A H 0.1512 0.8865 0.9446 0.079 Uiso 1 1 calc R U
H12B H 0.0438 0.7891 0.8423 0.079 Uiso 1 1 calc R U
C9 C 0.0668(3) 0.1530(2) 0.6611(2) 0.0349(5) Uani 1 1 d . .
H9 H 0.0815 0.2234 0.7275 0.042 Uiso 1 1 calc R U
O14 O 0.0376(4) 0.8853(3) 1.1008(3) 0.0863(10) Uani 1 1 d . .
C11 C 0.3474(2) 0.5837(3) 0.4456(2) 0.0323(5) Uani 1 1 d . .
H11 H 0.2811 0.6241 0.4280 0.039 Uiso 1 1 calc R U
N10 N 0.2482(4) 0.1234(4) 0.2152(3) 0.0714(10) Uani 1 1 d . .
H2A H 0.1887 0.0528 0.1962 0.086 Uiso 1 1 calc R U
H2B H 0.3055 0.1306 0.1758 0.086 Uiso 1 1 calc R U
C13 C -0.3073(3) 0.2616(3) 0.2766(3) 0.0513(8) Uani 1 1 d . .
H13A H -0.3463 0.3300 0.2966 0.077 Uiso 1 1 calc R U
H13B H -0.3558 0.1860 0.2898 0.077 Uiso 1 1 calc R U
H13C H -0.3087 0.2460 0.1908 0.077 Uiso 1 1 calc R U
N15 N 0.5191(4) 0.8971(4) 0.1164(4) 0.0715(9) Uani 1 1 d . .
H9A H 0.5664 0.9311 0.0757 0.086 Uiso 1 1 calc R U
H9B H 0.5482 0.8515 0.1632 0.086 Uiso 1 1 calc R U
O16 O 0.3640(5) -0.1403(4) 0.3995(5) 0.1165(15) Uani 1 1 d . .
C16 C 0.3029(9) -0.0779(8) 0.4362(9) 0.124(3) Uani 1 1 d . .
H039 H 0.2158 -0.1148 0.3894 0.149 Uiso 1 1 calc R U
C15 C 0.4081(5) 0.9140(5) 0.1073(5) 0.0766(12) Uani 1 1 d . .
H044 H 0.3610 0.8752 0.1531 0.092 Uiso 1 1 calc R U
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'
Eu Eu -0.1578 3.6682 '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
O5A Eu1 O12B 90.73(7) . 2_566
O5A Eu1 O10 94.03(8) . .
O12B Eu1 O10 142.76(6) 2_566 .
O5A Eu1 O9 76.18(7) . .
O12B Eu1 O9 144.72(6) 2_566 .
O10 Eu1 O9 71.75(7) . .
O5A Eu1 O1 137.97(7) . .
O12B Eu1 O1 76.54(6) 2_566 .
O10 Eu1 O1 75.36(6) . .
O9 Eu1 O1 133.94(6) . .
O5A Eu1 O2 74.11(8) . .
O12B Eu1 O2 72.81(6) 2_566 .
O10 Eu1 O2 143.70(7) . .
O9 Eu1 O2 72.12(7) . .
O1 Eu1 O2 135.52(6) . .
O5A Eu1 O11 67.80(7) . .
O12B Eu1 O11 75.49(6) 2_566 .
O10 Eu1 O11 72.33(7) . .
O9 Eu1 O11 126.13(7) . .
O1 Eu1 O11 70.24(6) . .
O2 Eu1 O11 129.31(7) . .
O5A Eu1 O12A 145.71(7) . .
O12B Eu1 O12A 118.75(6) 2_566 .
O10 Eu1 O12A 73.46(7) . .
O9 Eu1 O12A 69.60(7) . .
O1 Eu1 O12A 70.73(7) . .
O2 Eu1 O12A 96.98(7) . .
O11 Eu1 O12A 133.06(7) . .
O5A Eu1 O12B 142.72(7) . .
O12B Eu1 O12B 70.46(6) 2_566 .
O10 Eu1 O12B 120.63(6) . .
O9 Eu1 O12B 100.52(7) . .
O1 Eu1 O12B 70.08(6) . .
O2 Eu1 O12B 69.71(6) . .
O11 Eu1 O12B 132.30(6) . .
O12A Eu1 O12B 50.30(6) . .
O5A Eu1 C12 154.93(7) . .
O12B Eu1 C12 94.70(6) 2_566 .
O10 Eu1 C12 96.30(7) . .
O9 Eu1 C12 85.47(7) . .
O1 Eu1 C12 66.98(6) . .
O2 Eu1 C12 84.16(7) . .
O11 Eu1 C12 137.22(6) . .
O12A Eu1 C12 24.75(6) . .
O12B Eu1 C12 25.61(6) . .
O5A Eu1 Eu1 121.06(5) . 2_566
O12B Eu1 Eu1 37.03(4) 2_566 2_566
O10 Eu1 Eu1 142.27(5) . 2_566
O9 Eu1 Eu1 126.43(5) . 2_566
O1 Eu1 Eu1 69.28(4) . 2_566
O2 Eu1 Eu1 66.77(4) . 2_566
O11 Eu1 Eu1 106.47(4) . 2_566
O12A Eu1 Eu1 82.70(4) . 2_566
O12B Eu1 Eu1 33.43(4) . 2_566
C12 Eu1 Eu1 58.10(5) . 2_566
F4 C4 C2 119.8(2) . .
F4 C4 C3 118.6(2) . 2_565
C2 C4 C3 121.5(2) . 2_565
C12 O12B Eu1 150.40(16) . 2_566
C12 O12B Eu1 92.92(14) . .
Eu1 O12B Eu1 109.54(6) 2_566 .
C9 O9 Eu1 129.56(17) . .
C1 O1 Eu1 134.80(15) . .
C11 O11 Eu1 127.44(17) . .
C5 O5A Eu1 147.03(19) . .
C12 O12A Eu1 96.92(14) . .
C10 O10 Eu1 137.2(2) . .
C1 O2 Eu1 138.31(16) 2_566 .
O2 C1 O1 128.5(2) 2_566 .
O2 C1 C2 116.2(2) 2_566 .
O1 C1 C2 115.2(2) . .
O14 C14 N14 125.4(4) . .
O14 C14 H14 117.3 . .
N14 C14 H14 117.3 . .
C3 C2 C4 117.0(2) . .
C3 C2 C1 122.3(2) . .
C4 C2 C1 120.6(2) . .
C7 C6 C8 116.6(2) . .
C7 C6 C5 121.5(2) . .
C8 C6 C5 121.8(2) . .
F3 C3 C2 120.0(2) . .
F3 C3 C4 118.5(2) . 2_565
C2 C3 C4 121.4(2) . 2_565
C11 N11 H3A 120.0 . .
C11 N11 H3B 120.0 . .
H3A N11 H3B 120.0 . .
F7 C7 C6 119.7(2) . .
F7 C7 C8 118.4(2) . 2_667
C6 C7 C8 121.8(2) . 2_667
O12A C12 O12B 119.6(2) . .
O12A C12 C13 121.1(2) . .
O12B C12 C13 119.3(2) . .
O12A C12 Eu1 58.32(13) . .
O12B C12 Eu1 61.47(12) . .
C13 C12 Eu1 174.9(2) . .
C9 N9 H1A 120.0 . .
C9 N9 H1B 120.0 . .
H1A N9 H1B 120.0 . .
C16 N16 H40A 120.0 . .
C16 N16 H40B 120.0 . .
H40A N16 H40B 120.0 . .
O10 C10 N10 125.1(4) . .
O10 C10 H10 117.5 . .
N10 C10 H10 117.5 . .
F8 C8 C7 118.4(2) . 2_667
F8 C8 C6 120.0(2) . .
C7 C8 C6 121.6(2) 2_667 .
O5B C5 O5A 127.4(2) . .
O5B C5 C6 117.0(2) . .
O5A C5 C6 115.5(2) . .
C14 N14 H12A 120.0 . .
C14 N14 H12B 120.0 . .
H12A N14 H12B 120.0 . .
O9 C9 N9 124.7(3) . .
O9 C9 H9 117.6 . .
N9 C9 H9 117.6 . .
O11 C11 N11 124.0(3) . .
O11 C11 H11 118.0 . .
N11 C11 H11 118.0 . .
C10 N10 H2A 120.0 . .
C10 N10 H2B 120.0 . .
H2A N10 H2B 120.0 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C15 N15 H9A 120.0 . .
C15 N15 H9B 120.0 . .
H9A N15 H9B 120.0 . .
O16 C16 N16 144.3(11) . .
O16 C16 H039 107.9 . .
N16 C16 H039 107.9 . .
O15 C15 N15 126.8(5) . .
O15 C15 H044 116.6 . .
N15 C15 H044 116.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O5A 2.3552(18) .
Eu1 O12B 2.3723(17) 2_566
Eu1 O10 2.4210(19) .
Eu1 O9 2.4502(19) .
Eu1 O1 2.4587(16) .
Eu1 O2 2.4590(18) .
Eu1 O11 2.5044(18) .
Eu1 O12A 2.5274(19) .
Eu1 O12B 2.5936(17) .
Eu1 C12 2.948(2) .
Eu1 Eu1 4.0585(3) 2_566
F7 C7 1.348(3) .
C4 F4 1.342(3) .
C4 C2 1.377(4) .
C4 C3 1.382(3) 2_565
O12B C12 1.276(3) .
O12B Eu1 2.3723(17) 2_566
F8 C8 1.345(3) .
O9 C9 1.233(3) .
O1 C1 1.242(3) .
O11 C11 1.237(3) .
O5A C5 1.247(3) .
O12A C12 1.244(3) .
O10 C10 1.229(4) .
F3 C3 1.338(3) .
O2 C1 1.241(3) 2_566
C1 O2 1.241(3) 2_566
C1 C2 1.527(3) .
O5B C5 1.224(4) .
C14 O14 1.203(5) .
C14 N14 1.282(6) .
C14 H14 0.9300 .
C2 C3 1.373(3) .
O15 C15 1.240(5) .
C6 C7 1.374(3) .
C6 C8 1.377(4) .
C6 C5 1.525(3) .
C3 C4 1.382(3) 2_565
N11 C11 1.309(3) .
N11 H3A 0.8600 .
N11 H3B 0.8600 .
C7 C8 1.375(4) 2_667
C12 C13 1.494(4) .
N9 C9 1.299(3) .
N9 H1A 0.8600 .
N9 H1B 0.8600 .
N16 C16 1.153(9) .
N16 H40A 0.8600 .
N16 H40B 0.8600 .
C10 N10 1.295(4) .
C10 H10 0.9300 .
C8 C7 1.375(4) 2_667
N14 H12A 0.8600 .
N14 H12B 0.8600 .
C9 H9 0.9300 .
C11 H11 0.9300 .
N10 H2A 0.8600 .
N10 H2B 0.8600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
N15 C15 1.249(6) .
N15 H9A 0.8600 .
N15 H9B 0.8600 .
O16 C16 1.146(7) .
C16 H039 0.9300 .
C15 H044 0.9300 .
