#------------------------------------------------------------------------------
#$Date: 2016-03-24 16:08:07 +0100 (jue 24 de mar de 2016) $
#$Revision: 179678 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/00/7000089.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_7000089
loop_
_publ_author_name
'Cui, Xiuling'
'Delgado, Rita'
'Carapuça, Helena M'
'Drew, Michael G. B.'
'Félix, Vítor'
_publ_section_title
;
 Carboxylate anions binding and sensing by a novel tetraazamacrocycle
 containing ferrocene as receptor.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3297
_journal_page_last               3306
_journal_paper_doi               10.1039/b506572k
_journal_year                    2005
_chemical_formula_sum            'C40 H46 F12 Fe2 N4 P2'
_chemical_formula_weight         984.45
_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                 112.560(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.253(28)
_cell_length_b                   17.104(19)
_cell_length_c                   10.541(13)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    293(2)
_cell_volume                     4205(8)
_computing_cell_refinement       XDS
_computing_data_collection       'XDS (Kabsch, 1991)'
_computing_data_reduction        XDS
_computing_molecular_graphics    PLATON(Spek,1994)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Marresearch Image Plate'
_diffrn_measurement_method
'95 frames at 2^o intervals, counting time 2 min.'
_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  0.2158
_diffrn_reflns_av_sigmaI/netI    0.2725
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8665
_diffrn_reflns_theta_max         25.83
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.773
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Walker et al., Acta Cryst 1983 A39 158'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.791
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       0.00024(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3465
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.2017
_refine_ls_R_factor_gt           0.1163
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
  w=1/[σ²(Fo²)+(0.0533P)²+94.3643P] where P=(Fo²+2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2067
_refine_ls_wR_factor_ref         0.2413
_reflns_number_gt                1795
_reflns_number_total             3465
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b506572k.txt
_cod_data_source_block           Compound_1
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7000089
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe 0.08564(7) 0.37383(10) -0.49951(16) 0.0176(5) Uani 1 d . . .
C11 C 0.3694(5) 0.0224(7) 0.4308(12) 0.025(3) Uani 1 d . . .
H11 H 0.3571 0.0008 0.3432 0.030 Uiso 1 calc R . .
C12 C 0.3384(5) 0.0774(7) 0.4816(12) 0.025(3) Uani 1 d . . .
C13 C 0.3729(6) 0.0914(8) 0.6214(13) 0.037(4) Uani 1 d . . .
H13 H 0.3629 0.1230 0.6804 0.044 Uiso 1 calc R . .
C14 C 0.4239(6) 0.0508(8) 0.6568(13) 0.037(4) Uani 1 d . . .
H14 H 0.4543 0.0513 0.7418 0.044 Uiso 1 calc R . .
C15 C 0.4212(5) 0.0085(7) 0.5401(14) 0.036(4) Uani 1 d . . .
H15 H 0.4500 -0.0241 0.5364 0.043 Uiso 1 calc R . .
C16 C 0.2784(5) 0.1081(7) 0.4006(11) 0.022(3) Uani 1 d U . .
H16A H 0.2764 0.1635 0.4182 0.026 Uiso 1 calc R . .
H16B H 0.2688 0.1010 0.3030 0.026 Uiso 1 calc R . .
N17 N 0.2370(4) 0.0638(6) 0.4444(9) 0.020(2) Uani 1 d U . .
H17 H 0.240(5) 0.011(7) 0.431(10) 0.024 Uiso 1 d . . .
C18 C 0.1772(5) 0.0986(7) 0.3913(11) 0.030(3) Uani 1 d U . .
H18A H 0.1803 0.1536 0.4155 0.036 Uiso 1 calc R . .
H18B H 0.1554 0.0735 0.4383 0.036 Uiso 1 calc R . .
C19 C 0.1426(5) 0.0912(8) 0.2326(11) 0.025(3) Uani 1 d U . .
C20 C 0.1198(5) 0.0219(8) 0.1792(13) 0.032(3) Uani 1 d U . .
H20 H 0.1263 -0.0224 0.2343 0.039 Uiso 1 calc R . .
C21 C 0.0864(6) 0.0181(9) 0.0406(14) 0.045(4) Uani 1 d U . .
H21 H 0.0693 -0.0292 0.0034 0.054 Uiso 1 calc R . .
C22 C 0.0773(6) 0.0845(9) -0.0476(13) 0.045(4) Uani 1 d . . .
H22 H 0.0549 0.0813 -0.1410 0.054 Uiso 1 calc R . .
C23 C 0.1036(5) 0.1549(8) 0.0134(10) 0.023(3) Uani 1 d . . .
C24 C 0.1373(5) 0.1590(7) 0.1530(11) 0.022(3) Uani 1 d U . .
H24 H 0.1559 0.2051 0.1925 0.026 Uiso 1 calc R . .
C25 C 0.0962(6) 0.2265(8) -0.0756(12) 0.035(4) Uani 1 d . . .
H25A H 0.0638 0.2184 -0.1614 0.042 Uiso 1 calc R . .
H25B H 0.0875 0.2709 -0.0297 0.042 Uiso 1 calc R . .
N26 N 0.1470(4) 0.2449(6) -0.1057(9) 0.021(2) Uani 1 d . . .
H261 H 0.152(5) 0.204(6) -0.171(11) 0.025 Uiso 1 d . . .
H262 H 0.174(5) 0.257(6) -0.023(11) 0.025 Uiso 1 d . . .
C27 C 0.1396(5) 0.3199(7) -0.1927(10) 0.022(3) Uani 1 d . . .
H27A H 0.1279 0.3629 -0.1494 0.026 Uiso 1 calc R . .
H27B H 0.1757 0.3336 -0.1991 0.026 Uiso 1 calc R . .
C28 C 0.0945(5) 0.3054(7) -0.3347(11) 0.026(3) Uani 1 d . . .
C29 C 0.0996(7) 0.2614(8) -0.4408(13) 0.044(4) Uani 1 d . . .
H29 H 0.1321 0.2333 -0.4341 0.052 Uiso 1 calc R . .
C30 C 0.0487(8) 0.2653(10) -0.5596(14) 0.055(5) Uani 1 d . . .
H30 H 0.0412 0.2403 -0.6430 0.065 Uiso 1 calc R . .
C31 C 0.0124(7) 0.3136(11) -0.5266(16) 0.066(6) Uani 1 d . . .
H31 H -0.0246 0.3266 -0.5859 0.080 Uiso 1 calc R . .
C32 C 0.0387(6) 0.3407(9) -0.3915(14) 0.042(4) Uani 1 d . . .
H32 H 0.0230 0.3749 -0.3469 0.051 Uiso 1 calc R . .
P1 P 0.24387(15) 0.64300(19) -0.2975(3) 0.0256(8) Uani 1 d . . .
F11 F 0.3166(3) 0.6415(5) -0.2382(7) 0.045(2) Uani 1 d . . .
F12 F 0.2447(3) 0.7315(4) -0.3683(6) 0.0293(18) Uani 1 d . . .
F13 F 0.1724(3) 0.6465(4) -0.3597(7) 0.040(2) Uani 1 d . . .
F14 F 0.2420(3) 0.5977(4) -0.4402(7) 0.042(2) Uani 1 d . . .
F15 F 0.2467(3) 0.6864(4) -0.1524(6) 0.040(2) Uani 1 d . . .
F16 F 0.2439(3) 0.5537(4) -0.2252(6) 0.0278(17) Uani 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
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
C29 Fe C32 68.2(6) . . ?
C29 Fe C13 113.8(6) . 7 ?
C32 Fe C13 175.5(5) . 7 ?
C29 Fe C12 108.4(6) . 7 ?
C32 Fe C12 143.3(5) . 7 ?
C13 Fe C12 40.7(5) 7 7 ?
C29 Fe C28 40.3(5) . . ?
C32 Fe C28 41.6(5) . . ?
C13 Fe C28 142.5(5) 7 . ?
C12 Fe C28 111.4(5) 7 . ?
C29 Fe C31 66.6(7) . . ?
C32 Fe C31 40.4(6) . . ?
C13 Fe C31 135.9(6) 7 . ?
C12 Fe C31 173.3(7) 7 . ?
C28 Fe C31 68.0(5) . . ?
C29 Fe C14 143.8(6) . 7 ?
C32 Fe C14 136.5(5) . 7 ?
C13 Fe C14 39.7(5) 7 7 ?
C12 Fe C14 68.2(5) 7 7 ?
C28 Fe C14 175.8(6) . 7 ?
C31 Fe C14 112.8(6) . 7 ?
C29 Fe C15 173.8(6) . 7 ?
C32 Fe C15 111.9(6) . 7 ?
C13 Fe C15 66.6(5) 7 7 ?
C12 Fe C15 67.5(5) 7 7 ?
C28 Fe C15 135.7(6) . 7 ?
C31 Fe C15 117.8(7) . 7 ?
C14 Fe C15 40.2(5) 7 7 ?
C29 Fe C30 40.5(6) . . ?
C32 Fe C30 68.0(7) . . ?
C13 Fe C30 110.6(6) 7 . ?
C12 Fe C30 134.2(7) 7 . ?
C28 Fe C30 68.5(5) . . ?
C31 Fe C30 39.1(7) . . ?
C14 Fe C30 114.9(6) 7 . ?
C15 Fe C30 145.7(6) 7 . ?
C29 Fe C11 134.5(5) . 7 ?
C32 Fe C11 113.8(6) . 7 ?
C13 Fe C11 68.0(5) 7 7 ?
C12 Fe C11 41.3(5) 7 7 ?
C28 Fe C11 109.0(5) . 7 ?
C31 Fe C11 145.5(7) . 7 ?
C14 Fe C11 67.8(5) 7 7 ?
C15 Fe C11 39.4(5) 7 7 ?
C30 Fe C11 174.4(6) . 7 ?
C15 C11 C12 105.8(11) . . ?
C15 C11 Fe 69.1(7) . 7 ?
C12 C11 Fe 67.5(7) . 7 ?
C15 C11 H11 127.1 . . ?
C12 C11 H11 127.1 . . ?
Fe C11 H11 127.8 7 . ?
C13 C12 C11 106.9(11) . . ?
C13 C12 C16 127.6(11) . . ?
C11 C12 C16 125.4(11) . . ?
C13 C12 Fe 69.6(7) . 7 ?
C11 C12 Fe 71.2(7) . 7 ?
C16 C12 Fe 127.8(8) . 7 ?
C14 C13 C12 109.5(12) . . ?
C14 C13 Fe 70.5(7) . 7 ?
C12 C13 Fe 69.6(7) . 7 ?
C14 C13 H13 125.2 . . ?
C12 C13 H13 125.2 . . ?
Fe C13 H13 126.2 7 . ?
C13 C14 C15 107.1(11) . . ?
C13 C14 Fe 69.8(7) . 7 ?
C15 C14 Fe 70.3(7) . 7 ?
C13 C14 H14 126.4 . . ?
C15 C14 H14 126.4 . . ?
Fe C14 H14 125.0 7 . ?
C11 C15 C14 110.6(12) . . ?
C11 C15 Fe 71.5(7) . 7 ?
C14 C15 Fe 69.5(7) . 7 ?
C11 C15 H15 124.7 . . ?
C14 C15 H15 124.7 . . ?
Fe C15 H15 125.8 7 . ?
N17 C16 C12 108.4(9) . . ?
N17 C16 H16A 110.0 . . ?
C12 C16 H16A 110.0 . . ?
N17 C16 H16B 110.0 . . ?
C12 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
C16 N17 C18 113.6(9) . . ?
C16 N17 H17 110(7) . . ?
C18 N17 H17 117(7) . . ?
N17 C18 C19 115.5(9) . . ?
N17 C18 H18A 108.4 . . ?
C19 C18 H18A 108.4 . . ?
N17 C18 H18B 108.4 . . ?
C19 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C20 C19 C24 123.4(11) . . ?
C20 C19 C18 119.5(11) . . ?
C24 C19 C18 117.1(11) . . ?
C19 C20 C21 118.3(12) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 H20 120.8 . . ?
C20 C21 C22 122.1(13) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C23 C22 C21 116.9(11) . . ?
C23 C22 H22 121.5 . . ?
C21 C22 H22 121.5 . . ?
C24 C23 C22 121.1(12) . . ?
C24 C23 C25 119.8(11) . . ?
C22 C23 C25 119.1(10) . . ?
C23 C24 C19 118.0(11) . . ?
C23 C24 H24 121.0 . . ?
C19 C24 H24 121.0 . . ?
N26 C25 C23 113.4(10) . . ?
N26 C25 H25A 108.9 . . ?
C23 C25 H25A 108.9 . . ?
N26 C25 H25B 108.9 . . ?
C23 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C25 N26 C27 112.9(9) . . ?
C25 N26 H261 110(6) . . ?
C27 N26 H261 101(6) . . ?
C25 N26 H262 104(7) . . ?
C27 N26 H262 105(7) . . ?
H261 N26 H262 125(10) . . ?
C28 C27 N26 109.0(9) . . ?
C28 C27 H27A 109.9 . . ?
N26 C27 H27A 109.9 . . ?
C28 C27 H27B 109.9 . . ?
N26 C27 H27B 109.9 . . ?
H27A C27 H27B 108.3 . . ?
C29 C28 C32 105.7(11) . . ?
C29 C28 C27 128.1(12) . . ?
C32 C28 C27 126.1(12) . . ?
C29 C28 Fe 68.9(7) . . ?
C32 C28 Fe 68.5(7) . . ?
C27 C28 Fe 123.1(8) . . ?
C28 C29 C30 110.7(14) . . ?
C28 C29 Fe 70.8(8) . . ?
C30 C29 Fe 71.9(9) . . ?
C28 C29 H29 124.6 . . ?
C30 C29 H29 124.6 . . ?
Fe C29 H29 124.3 . . ?
C31 C30 C29 105.8(14) . . ?
C31 C30 Fe 69.4(10) . . ?
C29 C30 Fe 67.6(9) . . ?
C31 C30 H30 127.1 . . ?
C29 C30 H30 127.1 . . ?
Fe C30 H30 127.4 . . ?
C30 C31 C32 110.8(14) . . ?
C30 C31 Fe 71.5(10) . . ?
C32 C31 Fe 68.9(8) . . ?
C30 C31 H31 124.6 . . ?
C32 C31 H31 124.6 . . ?
Fe C31 H31 126.6 . . ?
C31 C32 C28 107.0(14) . . ?
C31 C32 Fe 70.8(9) . . ?
C28 C32 Fe 69.9(7) . . ?
C31 C32 H32 126.5 . . ?
C28 C32 H32 126.5 . . ?
Fe C32 H32 124.4 . . ?
F13 P1 F14 90.6(4) . . ?
F13 P1 F15 90.2(4) . . ?
F14 P1 F15 178.5(4) . . ?
F13 P1 F12 89.3(4) . . ?
F14 P1 F12 91.1(4) . . ?
F15 P1 F12 90.2(4) . . ?
F13 P1 F11 178.1(4) . . ?
F14 P1 F11 88.7(4) . . ?
F15 P1 F11 90.6(4) . . ?
F12 P1 F11 89.0(4) . . ?
F13 P1 F16 91.3(4) . . ?
F14 P1 F16 89.0(4) . . ?
F15 P1 F16 89.8(4) . . ?
F12 P1 F16 179.3(4) . . ?
F11 P1 F16 90.4(4) . . ?
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
Fe C29 2.010(14) . ?
Fe C32 2.015(14) . ?
Fe C13 2.032(13) 7 ?
Fe C12 2.032(12) 7 ?
Fe C28 2.034(11) . ?
Fe C31 2.040(16) . ?
Fe C14 2.040(12) 7 ?
Fe C15 2.050(13) 7 ?
Fe C30 2.066(16) . ?
Fe C11 2.082(12) 7 ?
C11 C15 1.393(16) . ?
C11 C12 1.451(17) . ?
C11 Fe 2.082(12) 7 ?
C11 H11 0.9300 . ?
C12 C13 1.415(17) . ?
C12 C16 1.520(16) . ?
C12 Fe 2.032(12) 7 ?
C13 C14 1.382(17) . ?
C13 Fe 2.032(13) 7 ?
C13 H13 0.9300 . ?
C14 C15 1.405(18) . ?
C14 Fe 2.040(12) 7 ?
C14 H14 0.9300 . ?
C15 Fe 2.050(13) 7 ?
C15 H15 0.9300 . ?
C16 N17 1.500(14) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
N17 C18 1.517(15) . ?
N17 H17 0.92(11) . ?
C18 C19 1.567(16) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.343(17) . ?
C19 C24 1.408(16) . ?
C20 C21 1.380(17) . ?
C20 H20 0.9300 . ?
C21 C22 1.430(18) . ?
C21 H21 0.9300 . ?
C22 C23 1.407(17) . ?
C22 H22 0.9300 . ?
C23 C24 1.390(14) . ?
C23 C25 1.509(16) . ?
C24 H24 0.9300 . ?
C25 N26 1.468(15) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
N26 C27 1.545(14) . ?
N26 H261 1.01(11) . ?
N26 H262 0.90(11) . ?
C27 C28 1.514(15) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.394(18) . ?
C28 C32 1.436(17) . ?
C29 C30 1.411(19) . ?
C29 H29 0.9300 . ?
C30 C31 1.37(2) . ?
C30 H30 0.9300 . ?
C31 C32 1.40(2) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
P1 F13 1.668(8) . ?
P1 F14 1.676(7) . ?
P1 F15 1.677(7) . ?
P1 F12 1.691(7) . ?
P1 F11 1.699(8) . ?
P1 F16 1.706(7) . ?
