#------------------------------------------------------------------------------
#$Date: 2019-11-28 16:52:30 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244138 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/62/1556277.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_1556277
loop_
_publ_author_name
'Sahoo, Pathik'
'Puranik, Vedavati G.'
'Patra, A. K.'
'Sastry, P. U.'
'Dastidar, Parthasarathi'
_publ_section_title
;
 Ferrocene based organometallic gelators: a supramolecular synthon
 approach
;
_journal_issue                   7
_journal_name_full               'Soft Matter'
_journal_page_first              3634
_journal_paper_doi               10.1039/c0sm01148g
_journal_volume                  7
_journal_year                    2011
_chemical_absolute_configuration syn
_chemical_formula_moiety         '2(C14 H32 N), C12 H8 Fe O4'
_chemical_formula_sum            'C40 H72 Fe N2 O4'
_chemical_formula_weight         700.85
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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                103.524(2)
_cell_angle_beta                 97.318(2)
_cell_angle_gamma                91.618(2)
_cell_formula_units_Z            1
_cell_length_a                   6.3805(8)
_cell_length_b                   9.7435(13)
_cell_length_c                   17.269(2)
_cell_measurement_temperature    100(2)
_cell_volume                     1033.4(2)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics    'BRUKER SHELXLTL'
_computing_publication_material  'MERCURY 1.4'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'BRUKER CCD AREA DETECTOR'
_diffrn_measurement_method       'PHI-OMEGA SCAN'
_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  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10078
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.22
_exptl_absorpt_coefficient_mu    0.403
_exptl_absorpt_correction_T_max  0.9383
_exptl_absorpt_correction_T_min  0.8819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            BROWN
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NIDDLE
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.002(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3642
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0502
_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)+(0.0750P)²+0.1971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1358
_reflns_number_gt                3372
_reflns_number_total             3642
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0sm01148g.txt
_cod_data_source_block           ps0733m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_symmetry_cell_setting' value 'TRICLINIC' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1556277
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
Fe1 Fe 0.0000 0.0000 0.0000 0.0407(2) Uani 1 2 d S
O2 O 0.1854(3) 0.37715(17) 0.05567(11) 0.0535(4) Uani 1 1 d .
O3 O 0.4787(3) 0.26163(19) 0.04482(13) 0.0641(5) Uani 1 1 d .
C4 C 0.2933(4) 0.2712(2) 0.05956(14) 0.0445(5) Uani 1 1 d .
C5 C 0.1917(4) 0.1494(2) 0.08212(14) 0.0434(5) Uani 1 1 d .
C6 C 0.2766(4) 0.0146(3) 0.07610(16) 0.0546(7) Uani 1 1 d .
H6 H 0.4151 -0.0115 0.0604 0.065 Uiso 1 1 calc R
C7 C 0.1244(5) -0.0761(3) 0.09490(17) 0.0654(8) Uani 1 1 d .
H7 H 0.1392 -0.1761 0.0946 0.078 Uiso 1 1 calc R
C8 C -0.0535(5) 0.0022(3) 0.11429(16) 0.0646(8) Uani 1 1 d .
H8 H -0.1829 -0.0343 0.1295 0.078 Uiso 1 1 calc R
C9 C -0.0136(4) 0.1412(3) 0.10662(15) 0.0520(6) Uani 1 1 d .
H9 H -0.1098 0.2182 0.1158 0.062 Uiso 1 1 calc R
N10 N 0.7841(3) -0.5338(2) 0.05822(13) 0.0510(5) Uani 1 1 d .
H10A H 0.6722 -0.5939 0.0520 0.076 Uiso 1 1 calc R
H10B H 0.8997 -0.5819 0.0519 0.076 Uiso 1 1 calc R
H10C H 0.7653 -0.4825 0.0217 0.076 Uiso 1 1 calc R
C11 C 0.8092(4) -0.4387(3) 0.14005(18) 0.0620(7) Uani 1 1 d .
H11A H 0.9321 -0.3740 0.1468 0.074 Uiso 1 1 calc R
H11B H 0.8339 -0.4948 0.1796 0.074 Uiso 1 1 calc R
C12 C 0.6186(4) -0.3556(3) 0.15491(16) 0.0595(7) Uani 1 1 d .
H12A H 0.4952 -0.4205 0.1467 0.071 Uiso 1 1 calc R
H12B H 0.5962 -0.2979 0.1161 0.071 Uiso 1 1 calc R
C13 C 0.6397(5) -0.2604(3) 0.23942(17) 0.0637(7) Uani 1 1 d .
H13A H 0.6670 -0.3174 0.2783 0.076 Uiso 1 1 calc R
H13B H 0.7597 -0.1929 0.2470 0.076 Uiso 1 1 calc R
C14 C 0.4446(5) -0.1818(3) 0.25445(17) 0.0694(8) Uani 1 1 d .
H14A H 0.3253 -0.2503 0.2451 0.083 Uiso 1 1 calc R
H14B H 0.4192 -0.1251 0.2152 0.083 Uiso 1 1 calc R
C15 C 0.4499(5) -0.0859(3) 0.33746(16) 0.0655(8) Uani 1 1 d .
H15A H 0.4758 -0.1417 0.3771 0.079 Uiso 1 1 calc R
H15B H 0.5670 -0.0157 0.3468 0.079 Uiso 1 1 calc R
C16 C 0.2481(5) -0.0107(3) 0.34960(17) 0.0691(8) Uani 1 1 d .
H16A H 0.2196 0.0417 0.3085 0.083 Uiso 1 1 calc R
H16B H 0.1321 -0.0813 0.3419 0.083 Uiso 1 1 calc R
C17 C 0.2515(5) 0.0899(3) 0.43091(18) 0.0691(8) Uani 1 1 d .
H17A H 0.3665 0.1610 0.4385 0.083 Uiso 1 1 calc R
H17B H 0.2808 0.0377 0.4721 0.083 Uiso 1 1 calc R
C18 C 0.0480(5) 0.1637(3) 0.44258(18) 0.0702(8) Uani 1 1 d .
H18A H 0.0184 0.2155 0.4012 0.084 Uiso 1 1 calc R
H18B H -0.0670 0.0926 0.4352 0.084 Uiso 1 1 calc R
C19 C 0.0515(5) 0.2649(3) 0.52383(18) 0.0710(8) Uani 1 1 d .
H19A H 0.1666 0.3359 0.5312 0.085 Uiso 1 1 calc R
H19B H 0.0811 0.2130 0.5652 0.085 Uiso 1 1 calc R
C20 C -0.1515(5) 0.3391(3) 0.53580(18) 0.0710(8) Uani 1 1 d .
H20A H -0.2668 0.2681 0.5282 0.085 Uiso 1 1 calc R
H20B H -0.1807 0.3914 0.4947 0.085 Uiso 1 1 calc R
C21 C -0.1481(5) 0.4401(3) 0.61752(19) 0.0729(8) Uani 1 1 d .
H21A H -0.1196 0.3875 0.6586 0.087 Uiso 1 1 calc R
H21B H -0.0321 0.5106 0.6252 0.087 Uiso 1 1 calc R
C22 C -0.3495(5) 0.5151(3) 0.62970(19) 0.0724(8) Uani 1 1 d .
H22A H -0.4653 0.4445 0.6223 0.087 Uiso 1 1 calc R
H22B H -0.3785 0.5670 0.5883 0.087 Uiso 1 1 calc R
C23 C -0.3465(6) 0.6166(4) 0.7108(2) 0.0802(9) Uani 1 1 d .
H23A H -0.3190 0.5649 0.7523 0.096 Uiso 1 1 calc R
H23B H -0.2306 0.6872 0.7185 0.096 Uiso 1 1 calc R
C24 C -0.5493(6) 0.6911(4) 0.7213(2) 0.0965(12) Uani 1 1 d .
H24A H -0.5734 0.7475 0.6827 0.145 Uiso 1 1 calc R
H24B H -0.5378 0.7508 0.7746 0.145 Uiso 1 1 calc R
H24C H -0.6654 0.6221 0.7133 0.145 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
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
C5 Fe1 C5 180.00(18) 2 .
C5 Fe1 C7 111.27(10) 2 .
C5 Fe1 C7 68.73(10) . .
C5 Fe1 C7 68.73(10) 2 2
C5 Fe1 C7 111.27(10) . 2
C7 Fe1 C7 180.00(13) . 2
C5 Fe1 C9 41.24(10) 2 2
C5 Fe1 C9 138.76(10) . 2
C7 Fe1 C9 111.50(12) . 2
C7 Fe1 C9 68.50(12) 2 2
C5 Fe1 C9 138.76(10) 2 .
C5 Fe1 C9 41.24(10) . .
C7 Fe1 C9 68.50(12) . .
C7 Fe1 C9 111.50(12) 2 .
C9 Fe1 C9 180.0(2) 2 .
C5 Fe1 C8 111.26(10) 2 .
C5 Fe1 C8 68.74(10) . .
C7 Fe1 C8 40.72(13) . .
C7 Fe1 C8 139.28(13) 2 .
C9 Fe1 C8 139.54(11) 2 .
C9 Fe1 C8 40.46(11) . .
C5 Fe1 C8 68.74(10) 2 2
C5 Fe1 C8 111.26(10) . 2
C7 Fe1 C8 139.28(13) . 2
C7 Fe1 C8 40.72(13) 2 2
C9 Fe1 C8 40.46(11) 2 2
C9 Fe1 C8 139.54(11) . 2
C8 Fe1 C8 180.0 . 2
C5 Fe1 C6 40.88(10) 2 2
C5 Fe1 C6 139.12(10) . 2
C7 Fe1 C6 139.44(11) . 2
C7 Fe1 C6 40.56(11) 2 2
C9 Fe1 C6 68.73(11) 2 2
C9 Fe1 C6 111.27(11) . 2
C8 Fe1 C6 111.63(12) . 2
C8 Fe1 C6 68.37(12) 2 2
C5 Fe1 C6 139.12(10) 2 .
C5 Fe1 C6 40.88(10) . .
C7 Fe1 C6 40.56(11) . .
C7 Fe1 C6 139.44(11) 2 .
C9 Fe1 C6 111.27(11) 2 .
C9 Fe1 C6 68.73(11) . .
C8 Fe1 C6 68.37(12) . .
C8 Fe1 C6 111.63(12) 2 .
C6 Fe1 C6 180.00(16) 2 .
O3 C4 O2 124.1(2) . .
O3 C4 C5 117.7(2) . .
O2 C4 C5 118.2(2) . .
C6 C5 C9 107.6(2) . .
C6 C5 C4 125.1(2) . .
C9 C5 C4 127.1(2) . .
C6 C5 Fe1 70.04(13) . .
C9 C5 Fe1 69.71(13) . .
C4 C5 Fe1 121.59(16) . .
C7 C6 C5 108.0(2) . .
C7 C6 Fe1 69.40(14) . .
C5 C6 Fe1 69.07(13) . .
C7 C6 H6 126.0 . .
C5 C6 H6 126.0 . .
Fe1 C6 H6 126.0 . .
C6 C7 C8 108.3(2) . .
C6 C7 Fe1 70.04(14) . .
C8 C7 Fe1 69.91(15) . .
C6 C7 H7 125.9 . .
C8 C7 H7 125.9 . .
Fe1 C7 H7 125.9 . .
C9 C8 C7 108.3(2) . .
C9 C8 Fe1 69.67(14) . .
C7 C8 Fe1 69.38(16) . .
C9 C8 H8 125.9 . .
C7 C8 H8 125.9 . .
Fe1 C8 H8 125.9 . .
C8 C9 C5 107.8(2) . .
C8 C9 Fe1 69.87(16) . .
C5 C9 Fe1 69.05(13) . .
C8 C9 H9 126.1 . .
C5 C9 H9 126.1 . .
Fe1 C9 H9 126.1 . .
C11 N10 H10A 109.5 . .
C11 N10 H10B 109.5 . .
H10A N10 H10B 109.5 . .
C11 N10 H10C 109.5 . .
H10A N10 H10C 109.5 . .
H10B N10 H10C 109.5 . .
N10 C11 C12 112.1(2) . .
N10 C11 H11A 109.2 . .
C12 C11 H11A 109.2 . .
N10 C11 H11B 109.2 . .
C12 C11 H11B 109.2 . .
H11A C11 H11B 107.9 . .
C11 C12 C13 112.7(2) . .
C11 C12 H12A 109.0 . .
C13 C12 H12A 109.0 . .
C11 C12 H12B 109.0 . .
C13 C12 H12B 109.0 . .
H12A C12 H12B 107.8 . .
C14 C13 C12 112.2(2) . .
C14 C13 H13A 109.2 . .
C12 C13 H13A 109.2 . .
C14 C13 H13B 109.2 . .
C12 C13 H13B 109.2 . .
H13A C13 H13B 107.9 . .
C13 C14 C15 115.9(2) . .
C13 C14 H14A 108.3 . .
C15 C14 H14A 108.3 . .
C13 C14 H14B 108.3 . .
C15 C14 H14B 108.3 . .
H14A C14 H14B 107.4 . .
C16 C15 C14 113.6(2) . .
C16 C15 H15A 108.8 . .
C14 C15 H15A 108.8 . .
C16 C15 H15B 108.8 . .
C14 C15 H15B 108.8 . .
H15A C15 H15B 107.7 . .
C17 C16 C15 114.9(2) . .
C17 C16 H16A 108.5 . .
C15 C16 H16A 108.5 . .
C17 C16 H16B 108.5 . .
C15 C16 H16B 108.5 . .
H16A C16 H16B 107.5 . .
C16 C17 C18 114.4(2) . .
C16 C17 H17A 108.7 . .
C18 C17 H17A 108.7 . .
C16 C17 H17B 108.7 . .
C18 C17 H17B 108.7 . .
H17A C17 H17B 107.6 . .
C19 C18 C17 114.5(2) . .
C19 C18 H18A 108.6 . .
C17 C18 H18A 108.6 . .
C19 C18 H18B 108.6 . .
C17 C18 H18B 108.6 . .
H18A C18 H18B 107.6 . .
C18 C19 C20 114.7(2) . .
C18 C19 H19A 108.6 . .
C20 C19 H19A 108.6 . .
C18 C19 H19B 108.6 . .
C20 C19 H19B 108.6 . .
H19A C19 H19B 107.6 . .
C19 C20 C21 114.6(3) . .
C19 C20 H20A 108.6 . .
C21 C20 H20A 108.6 . .
C19 C20 H20B 108.6 . .
C21 C20 H20B 108.6 . .
H20A C20 H20B 107.6 . .
C22 C21 C20 114.9(3) . .
C22 C21 H21A 108.5 . .
C20 C21 H21A 108.5 . .
C22 C21 H21B 108.5 . .
C20 C21 H21B 108.5 . .
H21A C21 H21B 107.5 . .
C21 C22 C23 115.1(3) . .
C21 C22 H22A 108.5 . .
C23 C22 H22A 108.5 . .
C21 C22 H22B 108.5 . .
C23 C22 H22B 108.5 . .
H22A C22 H22B 107.5 . .
C24 C23 C22 114.1(3) . .
C24 C23 H23A 108.7 . .
C22 C23 H23A 108.7 . .
C24 C23 H23B 108.7 . .
C22 C23 H23B 108.7 . .
H23A C23 H23B 107.6 . .
C23 C24 H24A 109.5 . .
C23 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C23 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C5 2.029(2) 2
Fe1 C5 2.029(2) .
Fe1 C7 2.034(2) .
Fe1 C7 2.034(2) 2
Fe1 C9 2.038(3) 2
Fe1 C9 2.038(3) .
Fe1 C8 2.041(3) .
Fe1 C8 2.041(3) 2
Fe1 C6 2.042(2) 2
Fe1 C6 2.042(2) .
O2 C4 1.267(3) .
O3 C4 1.243(3) .
C4 C5 1.489(3) .
C5 C6 1.422(3) .
C5 C9 1.432(3) .
C6 C7 1.413(4) .
C6 H6 0.9800 .
C7 C8 1.417(4) .
C7 H7 0.9800 .
C8 C9 1.410(4) .
C8 H8 0.9800 .
C9 H9 0.9800 .
N10 C11 1.484(3) .
N10 H10A 0.8900 .
N10 H10B 0.8900 .
N10 H10C 0.8900 .
C11 C12 1.497(4) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.523(4) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.499(4) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.513(4) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.512(4) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C17 1.510(4) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 C18 1.515(4) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C19 1.512(4) .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.515(4) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 C21 1.517(4) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C21 C22 1.510(4) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 C23 1.512(4) .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C23 C24 1.511(5) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N10 H10C O2 0.89 1.92 2.779(3) 162.8 2_655
N10 H10B O2 0.89 1.87 2.729(3) 160.7 1_645
N10 H10A O3 0.89 1.82 2.697(3) 169.5 1_545
