#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:08:07 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179678 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/00/7000091.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_7000091
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            'C64 H80 Fe2 N4 O12 S4'
_chemical_formula_weight         1337.26
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 104.860(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.443(13)
_cell_length_b                   18.95(2)
_cell_length_c                   15.740(17)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    293(2)
_cell_volume                     3299(6)
_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_measured_fraction_theta_full 0.881
_diffrn_measured_fraction_theta_max 0.881
_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  0.0857
_diffrn_reflns_av_sigmaI/netI    0.1333
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14601
_diffrn_reflns_theta_full        25.77
_diffrn_reflns_theta_max         25.77
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.824
_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    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.953
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         5574
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.883
_refine_ls_R_factor_all          0.1316
_refine_ls_R_factor_gt           0.0954
_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)+(0.1517P)²+16.0388P] where P=(Fo²+2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2354
_refine_ls_wR_factor_ref         0.2539
_reflns_number_gt                3715
_reflns_number_total             5574
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b506572k.txt
_cod_data_source_block           compound_3
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7000091
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, -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 0.97879(9) 0.97026(5) 0.81378(6) 0.0216(3) Uani 1 d . . .
C11 C 1.0414(7) 1.0502(4) 0.7517(5) 0.0348(18) Uani 1 d . . .
H11 H 1.0446 1.0498 0.6932 0.042 Uiso 1 calc R . .
C12 C 0.9432(6) 1.0739(3) 0.7830(4) 0.0212(14) Uani 1 d . . .
C13 C 0.9751(7) 1.0649(4) 0.8752(5) 0.0313(17) Uani 1 d . . .
H13 H 0.9270 1.0767 0.9126 0.038 Uiso 1 calc R . .
C14 C 1.0931(7) 1.0348(4) 0.9015(5) 0.0375(18) Uani 1 d . . .
H14 H 1.1350 1.0224 0.9584 0.045 Uiso 1 calc R . .
C15 C 1.1341(7) 1.0272(5) 0.8243(6) 0.045(2) Uani 1 d . . .
H15 H 1.2093 1.0100 0.8218 0.054 Uiso 1 calc R . .
C16 C 0.8261(6) 1.1060(3) 0.7297(4) 0.0266(15) Uani 1 d . . .
H16A H 0.8151 1.0947 0.6680 0.032 Uiso 1 calc R . .
H16B H 0.7587 1.0862 0.7486 0.032 Uiso 1 calc R . .
N17 N 0.8284(5) 1.1843(3) 0.7414(3) 0.0211(12) Uani 1 d . . .
H17A H 0.8861 1.2025 0.7183 0.025 Uiso 1 calc R . .
H17B H 0.8488 1.1941 0.7993 0.025 Uiso 1 calc R . .
C18 C 0.7102(7) 1.2202(4) 0.6996(4) 0.0302(16) Uani 1 d . . .
H18A H 0.7165 1.2697 0.7157 0.036 Uiso 1 calc R . .
H18B H 0.6473 1.1995 0.7229 0.036 Uiso 1 calc R . .
C19 C 0.6734(6) 1.2143(3) 0.6001(4) 0.0256(15) Uani 1 d . . .
C20 C 0.7105(7) 1.2651(4) 0.5490(4) 0.0332(17) Uani 1 d . . .
H20 H 0.7665 1.2990 0.5760 0.040 Uiso 1 calc R . .
C21 C 0.6639(7) 1.2660(4) 0.4558(5) 0.0396(19) Uani 1 d . . .
H21 H 0.6866 1.3011 0.4219 0.047 Uiso 1 calc R . .
C22 C 0.5843(7) 1.2134(4) 0.4174(5) 0.0375(18) Uani 1 d . . .
H22 H 0.5552 1.2128 0.3566 0.045 Uiso 1 calc R . .
C23 C 0.5451(7) 1.1602(4) 0.4679(5) 0.0310(16) Uani 1 d . . .
C24 C 0.5923(6) 1.1627(4) 0.5575(5) 0.0309(16) Uani 1 d . . .
H24 H 0.5689 1.1280 0.5916 0.037 Uiso 1 calc R . .
C25 C 0.4639(7) 1.1007(4) 0.4254(5) 0.0389(19) Uani 1 d . . .
H25A H 0.5098 1.0681 0.3991 0.047 Uiso 1 calc R . .
H25B H 0.4366 1.0753 0.4703 0.047 Uiso 1 calc R . .
N26 N 0.3579(5) 1.1250(3) 0.3575(3) 0.0229(12) Uani 1 d . . .
H26A H 0.3824 1.1462 0.3139 0.028 Uiso 1 calc R . .
H26B H 0.3167 1.1569 0.3808 0.028 Uiso 1 calc R . .
C27 C 0.2756(7) 1.0635(4) 0.3205(5) 0.0308(17) Uani 1 d . . .
H27A H 0.2504 1.0401 0.3677 0.037 Uiso 1 calc R . .
H27B H 0.3195 1.0296 0.2943 0.037 Uiso 1 calc R . .
C28 C 0.1647(7) 1.0888(4) 0.2514(4) 0.0299(16) Uani 1 d . . .
C29 C 0.1513(8) 1.0917(4) 0.1583(5) 0.0382(19) Uani 1 d . . .
H29 H 0.2081 1.0769 0.1292 0.046 Uiso 1 calc R . .
C30 C 0.0351(8) 1.1213(4) 0.1180(5) 0.047(2) Uani 1 d . . .
H30 H 0.0032 1.1297 0.0584 0.056 Uiso 1 calc R . .
C31 C -0.0217(8) 1.1352(4) 0.1858(6) 0.044(2) Uani 1 d . . .
H31 H -0.0987 1.1539 0.1790 0.053 Uiso 1 calc R . .
C32 C 0.0604(8) 1.1154(4) 0.2667(5) 0.043(2) Uani 1 d . . .
H31 H 0.0455 1.1198 0.3218 0.052 Uiso 1 calc R . .
C41 C 1.0688(6) 1.3348(4) 0.6079(4) 0.0226(14) Uani 1 d . . .
C42 C 1.1265(6) 1.2897(3) 0.5596(4) 0.0225(14) Uani 1 d . . .
H42 H 1.1254 1.2410 0.5674 0.027 Uiso 1 calc R . .
C43 C 1.1848(6) 1.3184(4) 0.5006(4) 0.0262(15) Uani 1 d . . .
C44 C 1.1827(7) 1.3914(4) 0.4864(5) 0.0359(18) Uani 1 d . . .
H44 H 1.2210 1.4104 0.4461 0.043 Uiso 1 calc R . .
C45 C 1.1236(7) 1.4355(4) 0.5322(6) 0.042(2) Uani 1 d . . .
H45 H 1.1213 1.4840 0.5227 0.051 Uiso 1 calc R . .
C46 C 1.0664(7) 1.4051(4) 0.5945(5) 0.0362(18) Uani 1 d . . .
H46 H 1.0271 1.4342 0.6260 0.043 Uiso 1 calc R . .
C411 C 1.0046(6) 1.3021(4) 0.6734(4) 0.0244(15) Uani 1 d . . .
O412 O 0.9478(5) 1.3442(3) 0.7109(3) 0.0376(13) Uani 1 d . . .
O413 O 1.0160(5) 1.2366(3) 0.6861(4) 0.0481(15) Uani 1 d . . .
O432 O 1.2280(6) 1.2059(3) 0.4466(4) 0.0534(16) Uani 1 d . . .
C431 C 1.2490(7) 1.2718(4) 0.4476(4) 0.0303(17) Uani 1 d . . .
O433 O 1.3166(5) 1.3014(3) 0.4083(3) 0.0495(15) Uani 1 d . . .
S500 S 0.8541(4) 0.0458(2) 0.4432(3) 0.1106(14) Uani 1 d . . .
O501 O 0.7730(13) 0.0237(6) 0.4970(7) 0.151(5) Uani 1 d . . .
C502 C 0.7645(13) 0.0842(7) 0.3454(8) 0.093(4) Uani 1 d . . .
H50A H 0.7034 0.0512 0.3166 0.111 Uiso 1 calc R . .
H50B H 0.8148 0.0958 0.3071 0.111 Uiso 1 calc R . .
H50C H 0.7267 0.1262 0.3596 0.111 Uiso 1 calc R . .
C503 C 0.919(2) 0.1202(8) 0.4887(8) 0.175(11) Uani 1 d . . .
H50D H 0.9482 0.1139 0.5511 0.210 Uiso 1 calc R . .
H50E H 0.8604 0.1577 0.4771 0.210 Uiso 1 calc R . .
H50F H 0.9850 0.1320 0.4643 0.210 Uiso 1 calc R . .
S600 S 0.3992(3) 0.0950(2) 0.7506(3) 0.0980(12) Uani 1 d . . .
O601 O 0.5219(8) 0.0844(6) 0.7390(7) 0.114(3) Uani 1 d . . .
C602 C 0.4042(18) 0.1642(13) 0.8150(13) 0.172(9) Uani 1 d . . .
H60A H 0.4650 0.1570 0.8690 0.206 Uiso 1 calc R . .
H60B H 0.3270 0.1704 0.8274 0.206 Uiso 1 calc R . .
H60C H 0.4236 0.2055 0.7861 0.206 Uiso 1 calc R . .
C603 C 0.3069(16) 0.1329(10) 0.6528(12) 0.153(8) Uani 1 d . . .
H60D H 0.3463 0.1739 0.6373 0.183 Uiso 1 calc R . .
H60E H 0.2304 0.1464 0.6625 0.183 Uiso 1 calc R . .
H60F H 0.2942 0.0990 0.6060 0.183 Uiso 1 calc 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C11 Fe C29 154.7(3) . 3_676 ?
C11 Fe C28 120.4(3) . 3_676 ?
C29 Fe C28 41.3(3) 3_676 3_676 ?
C11 Fe C32 110.1(3) . 3_676 ?
C29 Fe C32 67.5(3) 3_676 3_676 ?
C28 Fe C32 39.4(3) 3_676 3_676 ?
C11 Fe C12 40.6(3) . . ?
C29 Fe C12 119.7(3) 3_676 . ?
C28 Fe C12 108.9(3) 3_676 . ?
C32 Fe C12 128.4(3) 3_676 . ?
C11 Fe C14 68.7(3) . . ?
C29 Fe C14 125.2(3) 3_676 . ?
C28 Fe C14 164.3(3) 3_676 . ?
C32 Fe C14 153.7(3) 3_676 . ?
C12 Fe C14 68.8(3) . . ?
C11 Fe C13 68.0(3) . . ?
C29 Fe C13 107.5(3) 3_676 . ?
C28 Fe C13 127.6(3) 3_676 . ?
C32 Fe C13 165.0(3) 3_676 . ?
C12 Fe C13 40.5(3) . . ?
C14 Fe C13 40.8(3) . . ?
C11 Fe C15 40.6(3) . . ?
C29 Fe C15 162.9(3) 3_676 . ?
C28 Fe C15 154.4(3) 3_676 . ?
C32 Fe C15 121.2(4) 3_676 . ?
C12 Fe C15 68.2(3) . . ?
C14 Fe C15 40.5(3) . . ?
C13 Fe C15 67.8(3) . . ?
C11 Fe C31 127.8(3) . 3_676 ?
C29 Fe C31 68.0(4) 3_676 3_676 ?
C28 Fe C31 68.2(3) 3_676 3_676 ?
C32 Fe C31 40.7(3) 3_676 3_676 ?
C12 Fe C31 165.8(3) . 3_676 ?
C14 Fe C31 117.9(3) . 3_676 ?
C13 Fe C31 152.3(3) . 3_676 ?
C15 Fe C31 108.1(4) . 3_676 ?
C11 Fe C30 163.7(4) . 3_676 ?
C29 Fe C30 40.9(3) 3_676 3_676 ?
C28 Fe C30 68.9(3) 3_676 3_676 ?
C32 Fe C30 67.7(3) 3_676 3_676 ?
C12 Fe C30 153.4(3) . 3_676 ?
C14 Fe C30 105.8(3) . 3_676 ?
C13 Fe C30 118.5(3) . 3_676 ?
C15 Fe C30 125.5(3) . 3_676 ?
C31 Fe C30 40.0(4) 3_676 3_676 ?
C12 C11 C15 108.3(7) . . ?
C12 C11 Fe 70.0(4) . . ?
C15 C11 Fe 70.4(4) . . ?
C11 C12 C13 107.6(6) . . ?
C11 C12 C16 127.2(6) . . ?
C13 C12 C16 125.2(6) . . ?
C11 C12 Fe 69.4(4) . . ?
C13 C12 Fe 69.9(4) . . ?
C16 C12 Fe 127.8(4) . . ?
C12 C13 C14 108.8(6) . . ?
C12 C13 Fe 69.6(4) . . ?
C14 C13 Fe 69.7(4) . . ?
C15 C14 C13 106.7(7) . . ?
C15 C14 Fe 69.9(4) . . ?
C13 C14 Fe 69.5(4) . . ?
C14 C15 C11 108.5(7) . . ?
C14 C15 Fe 69.6(4) . . ?
C11 C15 Fe 69.0(4) . . ?
N17 C16 C12 110.2(5) . . ?
C16 N17 C18 114.1(5) . . ?
N17 C18 C19 113.5(5) . . ?
C20 C19 C24 118.1(6) . . ?
C20 C19 C18 120.1(6) . . ?
C24 C19 C18 121.4(6) . . ?
C19 C20 C21 121.0(7) . . ?
C22 C21 C20 118.1(7) . . ?
C21 C22 C23 122.3(7) . . ?
C24 C23 C22 116.7(7) . . ?
C24 C23 C25 121.1(6) . . ?
C22 C23 C25 122.0(6) . . ?
C23 C24 C19 123.7(7) . . ?
N26 C25 C23 112.9(6) . . ?
C25 N26 C27 110.7(5) . . ?
N26 C27 C28 110.7(6) . . ?
C32 C28 C29 107.1(7) . . ?
C32 C28 C27 126.5(7) . . ?
C29 C28 C27 126.4(7) . . ?
C32 C28 Fe 70.4(5) . 3_676 ?
C29 C28 Fe 69.2(4) . 3_676 ?
C27 C28 Fe 127.2(5) . 3_676 ?
C28 C29 C30 108.2(7) . . ?
C28 C29 Fe 69.5(4) . 3_676 ?
C30 C29 Fe 71.0(5) . 3_676 ?
C31 C30 C29 107.1(7) . . ?
C31 C30 Fe 69.6(4) . 3_676 ?
C29 C30 Fe 68.1(4) . 3_676 ?
C30 C31 C32 107.5(8) . . ?
C30 C31 Fe 70.4(5) . 3_676 ?
C32 C31 Fe 68.8(4) . 3_676 ?
C28 C32 C31 110.2(7) . . ?
C28 C32 Fe 70.2(5) . 3_676 ?
C31 C32 Fe 70.4(4) . 3_676 ?
C46 C41 C42 120.4(6) . . ?
C46 C41 C411 120.5(6) . . ?
C42 C41 C411 119.0(6) . . ?
C43 C42 C41 119.6(6) . . ?
C44 C43 C42 120.3(6) . . ?
C44 C43 C431 118.4(6) . . ?
C42 C43 C431 121.4(6) . . ?
C43 C44 C45 120.2(6) . . ?
C44 C45 C46 118.8(7) . . ?
C41 C46 C45 120.7(7) . . ?
O413 C411 O412 126.2(6) . . ?
O413 C411 C41 117.1(6) . . ?
O412 C411 C41 116.7(6) . . ?
O433 C431 O432 125.3(7) . . ?
O433 C431 C43 117.4(7) . . ?
O432 C431 C43 117.4(6) . . ?
O501 S500 C503 105.7(8) . . ?
O501 S500 C502 107.9(8) . . ?
C503 S500 C502 96.9(7) . . ?
O601 S600 C602 107.4(9) . . ?
O601 S600 C603 108.7(7) . . ?
C602 S600 C603 97.5(11) . . ?
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 C11 2.031(7) . ?
Fe C29 2.030(8) 3_676 ?
Fe C28 2.034(8) 3_676 ?
Fe C32 2.036(8) 3_676 ?
Fe C12 2.038(7) . ?
Fe C14 2.046(7) . ?
Fe C13 2.043(8) . ?
Fe C15 2.049(8) . ?
Fe C31 2.057(8) 3_676 ?
Fe C30 2.068(8) 3_676 ?
C11 C12 1.411(10) . ?
C11 C15 1.415(11) . ?
C12 C13 1.413(9) . ?
C12 C16 1.514(10) . ?
C13 C14 1.426(11) . ?
C14 C15 1.418(11) . ?
C16 N17 1.496(8) . ?
N17 C18 1.505(9) . ?
C18 C19 1.518(9) . ?
C19 C20 1.388(10) . ?
C19 C24 1.396(9) . ?
C20 C21 1.427(10) . ?
C21 C22 1.381(11) . ?
C22 C23 1.426(10) . ?
C23 C24 1.376(10) . ?
C23 C25 1.505(10) . ?
C25 N26 1.470(9) . ?
N26 C27 1.518(8) . ?
C27 C28 1.522(10) . ?
C28 C32 1.371(11) . ?
C28 C29 1.434(9) . ?
C28 Fe 2.034(8) 3_676 ?
C29 C30 1.432(12) . ?
C29 Fe 2.030(8) 3_676 ?
C30 C31 1.410(12) . ?
C30 Fe 2.068(8) 3_676 ?
C31 C32 1.425(11) . ?
C31 Fe 2.057(8) 3_676 ?
C32 Fe 2.036(8) 3_676 ?
C41 C46 1.349(10) . ?
C41 C42 1.415(9) . ?
C41 C411 1.540(9) . ?
C42 C43 1.386(9) . ?
C43 C44 1.401(10) . ?
C43 C431 1.526(9) . ?
C44 C45 1.388(11) . ?
C45 C46 1.433(10) . ?
C411 O413 1.259(9) . ?
C411 O412 1.266(8) . ?
O432 C431 1.270(9) . ?
C431 O433 1.242(8) . ?
S500 O501 1.468(11) . ?
S500 C503 1.668(19) . ?
S500 C502 1.772(13) . ?
S600 O601 1.476(9) . ?
S600 C602 1.65(2) . ?
S600 C603 1.779(15) . ?
