#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:05:48 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180411 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/80/7208099.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_7208099
loop_
_publ_author_name
'McAdam, C. John'
'Cameron, Scott A.'
'Hanton, Lyall R.'
'Manning, Anthony R.'
'Moratti, Stephen C.'
'Simpson, Jim'
_publ_section_title
;
 Probing CH-π(alkyne) interactions in a series of ethynylferrocenes
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              4369
_journal_paper_doi               10.1039/c2ce25267h
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C34 H24 Fe2'
_chemical_formula_sum            'C34 H24 Fe2'
_chemical_formula_weight         544.23
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 99.668(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.0832(4)
_cell_length_b                   10.8664(6)
_cell_length_c                   18.1086(10)
_cell_measurement_reflns_used    5621
_cell_measurement_temperature    89(2)
_cell_measurement_theta_max      25.92
_cell_measurement_theta_min      2.28
_cell_volume                     1180.02(12)
_computing_cell_refinement       'APEX2 and SAINT (Bruker 2009)'
_computing_data_collection       'APEX2 (Bruker 2009)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008)
;
_computing_publication_material
;
SHELXL-97, enCIFer (Allen et al., 2004), PLATON (Spek, 2009),
PublCIF (Westrip 2010)
;
_computing_structure_refinement
;
SHELXL-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999)
;
_computing_structure_solution
;
SHELXS-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999)
;
_diffrn_ambient_temperature      89(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'ω scans'
_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  0.0704
_diffrn_reflns_av_sigmaI/netI    0.0505
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14022
_diffrn_reflns_theta_full        26.44
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_min         1.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.252
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2009)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular plate'
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2511
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0288
_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)+(0.0174P)²+0.4408P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0671
_refine_ls_wR_factor_ref         0.0685
_reflns_number_gt                2393
_reflns_number_total             2511
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c2ce25267h.txt
_cod_data_source_block           jm95scott_IIa
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7208099
#BEGIN Tags that were not found in dictionaries:
_iucr_geom_hbonds_special_details
;
Cg1 is the centroid of the C1...C5 ring.
;
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.2869(5) 0.2577(2) 0.26038(12) 0.0176(6) Uani 1 1 d .
C2 C 0.2059(4) 0.1701(2) 0.20244(12) 0.0172(5) Uani 1 1 d .
H2 H 0.0641 0.1311 0.1951 0.021 Uiso 1 1 calc R
C3 C 0.3728(4) 0.1526(2) 0.15876(12) 0.0182(5) Uani 1 1 d .
H3 H 0.3633 0.0996 0.1166 0.022 Uiso 1 1 calc R
C4 C 0.5591(5) 0.2274(2) 0.18817(13) 0.0184(5) Uani 1 1 d .
H4 H 0.6954 0.2324 0.1693 0.022 Uiso 1 1 calc R
C5 C 0.5065(5) 0.2934(2) 0.25053(13) 0.0187(5) Uani 1 1 d .
H5 H 0.6001 0.3509 0.2803 0.022 Uiso 1 1 calc R
Fe1 Fe 0.28113(6) 0.33376(3) 0.156917(17) 0.01538(10) Uani 1 1 d .
C6 C 0.0614(6) 0.4775(2) 0.14697(15) 0.0307(7) Uani 1 1 d .
H6 H -0.0335 0.4987 0.1816 0.037 Uiso 1 1 calc R
C7 C 0.0073(5) 0.3981(2) 0.08489(14) 0.0243(6) Uani 1 1 d .
H7 H -0.1304 0.3564 0.0705 0.029 Uiso 1 1 calc R
C8 C 0.1936(5) 0.3916(2) 0.04805(13) 0.0224(6) Uani 1 1 d .
H8 H 0.2030 0.3448 0.0044 0.027 Uiso 1 1 calc R
C9 C 0.3633(5) 0.4666(2) 0.08721(15) 0.0296(6) Uani 1 1 d .
H9 H 0.5072 0.4790 0.0747 0.036 Uiso 1 1 calc R
C10 C 0.2817(6) 0.5200(2) 0.14842(15) 0.0359(7) Uani 1 1 d .
H10 H 0.3610 0.5747 0.1842 0.043 Uiso 1 1 calc R
C11 C 0.1700(5) 0.3010(2) 0.31751(12) 0.0176(5) Uani 1 1 d .
C12 C 0.0765(4) 0.3353(2) 0.36636(12) 0.0179(5) Uani 1 1 d .
C31 C -0.0332(4) 0.3764(2) 0.42599(12) 0.0167(5) Uani 1 1 d .
C32 C -0.2179(5) 0.3162(2) 0.44169(12) 0.0197(5) Uani 1 1 d .
H14 H -0.2758 0.2479 0.4119 0.024 Uiso 1 1 calc R
C33 C -0.3227(5) 0.3542(2) 0.50132(13) 0.0206(5) Uani 1 1 d .
H15 H -0.4505 0.3116 0.5116 0.025 Uiso 1 1 calc R
C34 C -0.2401(5) 0.4535(2) 0.54490(13) 0.0190(6) Uani 1 1 d .
H16 H -0.3107 0.4780 0.5855 0.023 Uiso 1 1 calc R
C40 C -0.0537(4) 0.5184(2) 0.53010(12) 0.0148(5) Uani 1 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'
Fe Fe 0.3463 0.8444 '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 C1 C11 126.1(2) . .
C5 C1 C2 107.5(2) . .
C11 C1 C2 126.4(2) . .
C5 C1 Fe1 69.42(13) . .
C11 C1 Fe1 126.58(17) . .
C2 C1 Fe1 69.41(12) . .
C3 C2 C1 108.0(2) . .
C3 C2 Fe1 70.01(13) . .
C1 C2 Fe1 69.32(13) . .
C3 C2 H2 126.0 . .
C1 C2 H2 126.0 . .
Fe1 C2 H2 126.3 . .
C2 C3 C4 108.5(2) . .
C2 C3 Fe1 69.92(13) . .
C4 C3 Fe1 69.74(13) . .
C2 C3 H3 125.7 . .
C4 C3 H3 125.7 . .
Fe1 C3 H3 126.2 . .
C5 C4 C3 108.3(2) . .
C5 C4 Fe1 69.44(14) . .
C3 C4 Fe1 69.55(14) . .
C5 C4 H4 125.8 . .
C3 C4 H4 125.8 . .
Fe1 C4 H4 126.8 . .
C4 C5 C1 107.6(2) . .
C4 C5 Fe1 69.96(14) . .
C1 C5 Fe1 69.57(14) . .
C4 C5 H5 126.2 . .
C1 C5 H5 126.2 . .
Fe1 C5 H5 125.8 . .
C10 Fe1 C9 40.69(12) . .
C10 Fe1 C5 105.53(11) . .
C9 Fe1 C5 117.85(11) . .
C10 Fe1 C1 118.25(10) . .
C9 Fe1 C1 152.64(11) . .
C5 Fe1 C1 41.01(11) . .
C10 Fe1 C2 154.35(12) . .
C9 Fe1 C2 164.25(10) . .
C5 Fe1 C2 69.06(10) . .
C1 Fe1 C2 41.28(9) . .
C10 Fe1 C3 163.18(14) . .
C9 Fe1 C3 126.75(11) . .
C5 Fe1 C3 68.66(10) . .
C1 Fe1 C3 68.45(9) . .
C2 Fe1 C3 40.07(9) . .
C10 Fe1 C6 40.61(14) . .
C9 Fe1 C6 68.19(12) . .
C5 Fe1 C6 125.14(11) . .
C1 Fe1 C6 107.49(10) . .
C2 Fe1 C6 120.86(12) . .
C3 Fe1 C6 155.45(12) . .
C10 Fe1 C4 124.86(13) . .
C9 Fe1 C4 107.11(12) . .
C5 Fe1 C4 40.60(9) . .
C1 Fe1 C4 68.40(10) . .
C2 Fe1 C4 68.17(10) . .
C3 Fe1 C4 40.72(10) . .
C6 Fe1 C4 162.36(12) . .
C10 Fe1 C8 68.00(11) . .
C9 Fe1 C8 40.35(11) . .
C5 Fe1 C8 153.31(11) . .
C1 Fe1 C8 165.15(11) . .
C2 Fe1 C8 127.89(10) . .
C3 Fe1 C8 109.66(9) . .
C6 Fe1 C8 67.73(10) . .
C4 Fe1 C8 120.48(11) . .
C10 Fe1 C7 67.96(12) . .
C9 Fe1 C7 67.84(12) . .
C5 Fe1 C7 163.50(11) . .
C1 Fe1 C7 127.32(11) . .
C2 Fe1 C7 109.82(11) . .
C3 Fe1 C7 121.80(10) . .
C6 Fe1 C7 40.25(11) . .
C4 Fe1 C7 155.48(10) . .
C8 Fe1 C7 40.12(11) . .
C7 C6 C10 107.9(3) . .
C7 C6 Fe1 70.40(15) . .
C10 C6 Fe1 69.13(16) . .
C7 C6 H6 126.0 . .
C10 C6 H6 126.0 . .
Fe1 C6 H6 126.0 . .
C8 C7 C6 108.0(3) . .
C8 C7 Fe1 69.73(15) . .
C6 C7 Fe1 69.35(16) . .
C8 C7 H7 126.0 . .
C6 C7 H7 126.0 . .
Fe1 C7 H7 126.5 . .
C9 C8 C7 108.2(2) . .
C9 C8 Fe1 69.13(14) . .
C7 C8 Fe1 70.15(13) . .
C9 C8 H8 125.9 . .
C7 C8 H8 125.9 . .
Fe1 C8 H8 126.4 . .
C8 C9 C10 107.9(3) . .
C8 C9 Fe1 70.52(14) . .
C10 C9 Fe1 69.46(15) . .
C8 C9 H9 126.0 . .
C10 C9 H9 126.0 . .
Fe1 C9 H9 125.6 . .
C6 C10 C9 108.0(2) . .
C6 C10 Fe1 70.26(15) . .
C9 C10 Fe1 69.84(14) . .
C6 C10 H10 126.0 . .
C9 C10 H10 126.0 . .
Fe1 C10 H10 125.5 . .
C12 C11 C1 178.3(3) . .
C11 C12 C31 179.2(3) . .
C32 C31 C12 120.6(2) . .
C32 C31 C40 120.1(2) . 3_566
C12 C31 C40 119.3(2) . 3_566
C31 C32 C33 120.8(2) . .
C31 C32 H14 119.6 . .
C33 C32 H14 119.6 . .
C34 C33 C32 120.0(2) . .
C34 C33 H15 120.0 . .
C32 C33 H15 120.0 . .
C33 C34 C40 120.9(2) . .
C33 C34 H16 119.5 . .
C40 C34 H16 119.5 . .
C34 C40 C40 119.8(3) . 3_566
C34 C40 C31 121.9(2) . 3_566
C40 C40 C31 118.3(3) 3_566 3_566
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C5 1.431(4) .
C1 C11 1.430(3) .
C1 C2 1.440(3) .
C1 Fe1 2.043(2) .
C2 C3 1.401(3) .
C2 Fe1 2.044(2) .
C2 H2 0.9500 .
C3 C4 1.424(4) .
C3 Fe1 2.045(2) .
C3 H3 0.9500 .
C4 C5 1.419(3) .
C4 Fe1 2.048(3) .
C4 H4 0.9500 .
C5 Fe1 2.041(2) .
C5 H5 0.9500 .
Fe1 C10 2.029(2) .
Fe1 C9 2.034(3) .
Fe1 C6 2.044(3) .
Fe1 C8 2.052(2) .
Fe1 C7 2.058(3) .
C6 C7 1.411(4) .
C6 C10 1.414(5) .
C6 H6 0.9500 .
C7 C8 1.410(4) .
C7 H7 0.9500 .
C8 C9 1.410(4) .
C8 H8 0.9500 .
C9 C10 1.413(4) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C12 1.189(3) .
C12 C31 1.433(3) .
C31 C32 1.371(4) .
C31 C40 1.441(3) 3_566
C32 C33 1.405(3) .
C32 H14 0.9500 .
C33 C34 1.380(3) .
C33 H15 0.9500 .
C34 C40 1.399(4) .
C34 H16 0.9500 .
C40 C40 1.419(5) 3_566
C40 C31 1.441(3) 3_566
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
C10 H10 Cg1 0.95 2.724 3.672(3) 176 2_655
