#------------------------------------------------------------------------------
#$Date: 2019-11-28 16:52:30 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244138 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/62/1556274.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_1556274
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(C10 H24 N), C12 H8 Fe O4'
_chemical_formula_sum            'C32 H56 Fe N2 O4'
_chemical_formula_weight         588.64
_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                101.950(7)
_cell_angle_beta                 92.720(8)
_cell_angle_gamma                91.480(8)
_cell_formula_units_Z            1
_cell_length_a                   6.344(3)
_cell_length_b                   9.743(5)
_cell_length_c                   13.824(7)
_cell_measurement_temperature    100(2)
_cell_volume                     834.4(7)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0393
_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       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9015
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.487
_exptl_absorpt_correction_T_max  0.9484
_exptl_absorpt_correction_T_min  0.8921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            BROWN
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NIDDLE
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2933
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0468
_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)+(0.0561P)²+0.2563P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1147
_reflns_number_gt                2803
_reflns_number_total             2933
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0sm01148g.txt
_cod_data_source_block           ps0721p
_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               1556274
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 0.5000 0.03958(17) Uani 1 2 d S
O2 O 0.4561(3) 0.22729(19) 0.44587(16) 0.0646(5) Uani 1 1 d .
O3 O 0.1566(2) 0.33380(17) 0.43203(13) 0.0537(4) Uani 1 1 d .
C4 C 0.2625(3) 0.2251(2) 0.42765(16) 0.0445(5) Uani 1 1 d .
C5 C 0.1502(3) 0.0859(2) 0.39950(16) 0.0433(5) Uani 1 1 d .
C6 C -0.0682(4) 0.0585(3) 0.36939(17) 0.0511(6) Uani 1 1 d .
H6 H -0.1701 0.1283 0.3583 0.061 Uiso 1 1 calc R
C7 C -0.1111(5) -0.0866(3) 0.35913(19) 0.0613(7) Uani 1 1 d .
H7 H -0.2487 -0.1352 0.3402 0.074 Uiso 1 1 calc R
C8 C 0.0775(5) -0.1495(3) 0.3830(2) 0.0630(7) Uani 1 1 d .
H8 H 0.0932 -0.2493 0.3829 0.076 Uiso 1 1 calc R
C9 C 0.2391(4) -0.0442(2) 0.40642(18) 0.0517(6) Uani 1 1 d .
H9 H 0.3864 -0.0580 0.4257 0.062 Uiso 1 1 calc R
N10 N 0.7529(3) 0.4218(2) 0.42772(15) 0.0522(5) Uani 1 1 d .
H10A H 0.7558 0.5021 0.4724 0.078 Uiso 1 1 calc R
H10B H 0.8708 0.3766 0.4352 0.078 Uiso 1 1 calc R
H10C H 0.6418 0.3686 0.4361 0.078 Uiso 1 1 calc R
C11 C 0.7366(4) 0.4520(3) 0.3267(2) 0.0644(7) Uani 1 1 d .
H11A H 0.7408 0.3646 0.2783 0.077 Uiso 1 1 calc R
H11B H 0.8572 0.5107 0.3182 0.077 Uiso 1 1 calc R
C12 C 0.5388(4) 0.5240(3) 0.3080(2) 0.0609(7) Uani 1 1 d .
H12A H 0.5364 0.6124 0.3555 0.073 Uiso 1 1 calc R
H12B H 0.4184 0.4663 0.3183 0.073 Uiso 1 1 calc R
C13 C 0.5183(5) 0.5520(3) 0.2039(2) 0.0677(7) Uani 1 1 d .
H13A H 0.6358 0.6129 0.1947 0.081 Uiso 1 1 calc R
H13B H 0.5268 0.4640 0.1565 0.081 Uiso 1 1 calc R
C14 C 0.3163(5) 0.6188(4) 0.1836(2) 0.0734(8) Uani 1 1 d .
H14A H 0.3108 0.7074 0.2306 0.088 Uiso 1 1 calc R
H14B H 0.2002 0.5589 0.1958 0.088 Uiso 1 1 calc R
C15 C 0.2813(5) 0.6461(3) 0.0808(2) 0.0718(8) Uani 1 1 d .
H15A H 0.2872 0.5580 0.0332 0.086 Uiso 1 1 calc R
H15B H 0.3951 0.7076 0.0685 0.086 Uiso 1 1 calc R
C16 C 0.0732(5) 0.7119(4) 0.0641(2) 0.0753(8) Uani 1 1 d .
H16A H -0.0400 0.6484 0.0743 0.090 Uiso 1 1 calc R
H16B H 0.0654 0.7976 0.1139 0.090 Uiso 1 1 calc R
C17 C 0.0354(5) 0.7463(4) -0.0365(2) 0.0758(8) Uani 1 1 d .
H17A H 0.0414 0.6606 -0.0864 0.091 Uiso 1 1 calc R
H17B H 0.1488 0.8094 -0.0471 0.091 Uiso 1 1 calc R
C18 C -0.1723(5) 0.8129(4) -0.0511(2) 0.0770(8) Uani 1 1 d .
H18A H -0.2855 0.7490 -0.0416 0.092 Uiso 1 1 calc R
H18B H -0.1792 0.8976 -0.0003 0.092 Uiso 1 1 calc R
C19 C -0.2105(6) 0.8503(4) -0.1505(2) 0.0842(9) Uani 1 1 d .
H19A H -0.2051 0.7657 -0.2015 0.101 Uiso 1 1 calc R
H19B H -0.0975 0.9141 -0.1603 0.101 Uiso 1 1 calc R
C20 C -0.4188(6) 0.9175(5) -0.1629(3) 0.1002(12) Uani 1 1 d .
H20A H -0.5321 0.8545 -0.1546 0.150 Uiso 1 1 calc R
H20B H -0.4330 0.9378 -0.2279 0.150 Uiso 1 1 calc R
H20C H -0.4239 1.0031 -0.1142 0.150 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
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'
Fe Fe 0.3463 0.8444 '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'
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 180.000(1) 2_556 .
C5 Fe1 C8 111.23(10) 2_556 .
C5 Fe1 C8 68.77(10) . .
C5 Fe1 C8 68.77(10) 2_556 2_556
C5 Fe1 C8 111.23(10) . 2_556
C8 Fe1 C8 180.00(11) . 2_556
C5 Fe1 C6 138.76(9) 2_556 .
C5 Fe1 C6 41.24(9) . .
C8 Fe1 C6 68.54(12) . .
C8 Fe1 C6 111.46(12) 2_556 .
C5 Fe1 C6 41.24(9) 2_556 2_556
C5 Fe1 C6 138.76(9) . 2_556
C8 Fe1 C6 111.46(12) . 2_556
C8 Fe1 C6 68.54(12) 2_556 2_556
C6 Fe1 C6 180.000(1) . 2_556
C5 Fe1 C9 139.09(9) 2_556 .
C5 Fe1 C9 40.91(9) . .
C8 Fe1 C9 40.56(10) . .
C8 Fe1 C9 139.44(10) 2_556 .
C6 Fe1 C9 68.74(11) . .
C6 Fe1 C9 111.26(11) 2_556 .
C5 Fe1 C9 40.91(9) 2_556 2_556
C5 Fe1 C9 139.09(9) . 2_556
C8 Fe1 C9 139.44(10) . 2_556
C8 Fe1 C9 40.56(10) 2_556 2_556
C6 Fe1 C9 111.26(11) . 2_556
C6 Fe1 C9 68.74(11) 2_556 2_556
C9 Fe1 C9 180.000(1) . 2_556
C5 Fe1 C7 111.29(10) 2_556 .
C5 Fe1 C7 68.71(10) . .
C8 Fe1 C7 40.67(12) . .
C8 Fe1 C7 139.33(12) 2_556 .
C6 Fe1 C7 40.48(11) . .
C6 Fe1 C7 139.52(11) 2_556 .
C9 Fe1 C7 68.30(11) . .
C9 Fe1 C7 111.70(11) 2_556 .
C5 Fe1 C7 68.71(10) 2_556 2_556
C5 Fe1 C7 111.29(10) . 2_556
C8 Fe1 C7 139.33(12) . 2_556
C8 Fe1 C7 40.67(12) 2_556 2_556
C6 Fe1 C7 139.52(11) . 2_556
C6 Fe1 C7 40.48(11) 2_556 2_556
C9 Fe1 C7 111.70(11) . 2_556
C9 Fe1 C7 68.30(11) 2_556 2_556
C7 Fe1 C7 180.0 . 2_556
O2 C4 O3 123.9(2) 1 .
O2 C4 O3 123.9(2) . .
O2 C4 C5 117.6(2) 1 .
O2 C4 C5 117.6(2) . .
O3 C4 C5 118.5(2) . .
C9 C5 C6 107.5(2) . .
C9 C5 C4 125.2(2) . .
C6 C5 C4 127.1(2) . .
C9 C5 Fe1 69.95(12) . .
C6 C5 Fe1 69.67(13) . .
C4 C5 Fe1 121.62(15) . .
C7 C6 C5 107.8(2) . .
C7 C6 Fe1 69.97(15) . .
C5 C6 Fe1 69.09(13) . .
C7 C6 H6 126.1 . .
C5 C6 H6 126.1 . .
Fe1 C6 H6 126.1 . .
C6 C7 C8 108.3(2) . .
C6 C7 Fe1 69.55(14) . .
C8 C7 Fe1 69.28(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 70.01(13) . .
C7 C8 Fe1 70.05(14) . .
C9 C8 H8 125.9 . .
C7 C8 H8 125.9 . .
Fe1 C8 H8 125.9 . .
C8 C9 C5 108.1(2) . .
C8 C9 Fe1 69.43(13) . .
C5 C9 Fe1 69.14(12) . .
C8 C9 H9 125.9 . .
C5 C9 H9 125.9 . .
Fe1 C9 H9 125.9 . .
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 112.4(2) . .
N10 C11 H11A 109.1 . .
C12 C11 H11A 109.1 . .
N10 C11 H11B 109.1 . .
C12 C11 H11B 109.1 . .
H11A C11 H11B 107.9 . .
C11 C12 C13 112.7(2) . .
C11 C12 H12A 109.1 . .
C13 C12 H12A 109.1 . .
C11 C12 H12B 109.1 . .
C13 C12 H12B 109.1 . .
H12A C12 H12B 107.8 . .
C14 C13 C12 112.8(2) . .
C14 C13 H13A 109.0 . .
C12 C13 H13A 109.0 . .
C14 C13 H13B 109.0 . .
C12 C13 H13B 109.0 . .
H13A C13 H13B 107.8 . .
C13 C14 C15 116.0(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 . .
C14 C15 C16 113.7(2) . .
C14 C15 H15A 108.8 . .
C16 C15 H15A 108.8 . .
C14 C15 H15B 108.8 . .
C16 C15 H15B 108.8 . .
H15A C15 H15B 107.7 . .
C17 C16 C15 115.4(2) . .
C17 C16 H16A 108.4 . .
C15 C16 H16A 108.4 . .
C17 C16 H16B 108.4 . .
C15 C16 H16B 108.4 . .
H16A C16 H16B 107.5 . .
C16 C17 C18 114.5(2) . .
C16 C17 H17A 108.6 . .
C18 C17 H17A 108.6 . .
C16 C17 H17B 108.6 . .
C18 C17 H17B 108.6 . .
H17A C17 H17B 107.6 . .
C19 C18 C17 115.1(3) . .
C19 C18 H18A 108.5 . .
C17 C18 H18A 108.5 . .
C19 C18 H18B 108.5 . .
C17 C18 H18B 108.5 . .
H18A C18 H18B 107.5 . .
C18 C19 C20 114.0(3) . .
C18 C19 H19A 108.7 . .
C20 C19 H19A 108.7 . .
C18 C19 H19B 108.7 . .
C20 C19 H19B 108.7 . .
H19A C19 H19B 107.6 . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 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 2.026(2) 2_556
Fe1 C5 2.026(2) .
Fe1 C8 2.029(2) .
Fe1 C8 2.029(2) 2_556
Fe1 C6 2.034(3) .
Fe1 C6 2.034(3) 2_556
Fe1 C9 2.037(2) .
Fe1 C9 2.037(2) 2_556
Fe1 C7 2.039(3) .
Fe1 C7 2.039(3) 2_556
O2 O2 0.000(5) 1
O2 C4 1.241(3) .
O3 C4 1.261(3) .
C4 O2 1.241(3) 1
C4 C5 1.484(3) .
C5 C9 1.420(3) .
C5 C6 1.430(3) .
C6 C7 1.409(4) .
C6 H6 0.9800 .
C7 C8 1.414(4) .
C7 H7 0.9800 .
C8 C9 1.409(4) .
C8 H8 0.9800 .
C9 H9 0.9800 .
N10 C11 1.485(3) .
N10 H10A 0.8900 .
N10 H10B 0.8900 .
N10 H10C 0.8900 .
C11 C12 1.491(4) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.520(4) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.493(4) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.507(4) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.511(4) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C17 1.507(4) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 C18 1.507(4) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 C19 1.503(4) .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.508(5) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 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 H10A O3 0.89 1.90 2.770(3) 164.2 2_666
N10 H10B O3 0.89 1.87 2.724(3) 159.6 1_655
N10 H10C O2 0.89 1.82 2.694(3) 166.9 1
