#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:46:53 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178667 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/78/4077835.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_4077835
loop_
_publ_author_name
'Vollmer, Guy Y.'
'Wallasch, Mark W.'
'Saurenz, Dirk'
'Wolmershäuser, Gotthelf'
'Sitzmann, Helmut'
_publ_section_title
;
 Correction to Benzylidyne Bridges from Diphenylacetylene and a
 Methylidyne Bridge from Methylmagnesium Chloride
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              3455
_journal_paper_doi               10.1021/om200383x
_journal_volume                  31
_journal_year                    2012
_chemical_formula_sum            'C48 H68 Fe2'
_chemical_formula_weight         756.72
_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                 113.143(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.4246(9)
_cell_length_b                   17.1036(10)
_cell_length_c                   11.7811(9)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      2.35
_cell_volume                     2116.8(3)
_computing_cell_refinement       'Stoe IPDS V2.63'
_computing_data_collection       'Stoe IPDS V2.63'
_computing_data_reduction        'Stoe IPDS V2.63'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Giacovazzo et al., 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       Φ-Oscillation
_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  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            32599
_diffrn_reflns_theta_full        26.73
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  0.77863
_exptl_absorpt_correction_T_min  0.72034
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular shaped block'
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4414
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0500P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0736
_reflns_number_gt                3482
_reflns_number_total             4414
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200383x_si_002.cif
_cod_data_source_block           0321
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4077835
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
Fe1 Fe 0.030765(18) 0.056023(10) 0.062994(17) 0.02186(7) Uani 1 d .
C1 C 0.12900(14) 0.10448(8) 0.24568(13) 0.0289(3) Uani 1 d .
C2 C -0.00414(14) 0.12839(8) 0.19552(13) 0.0275(3) Uani 1 d .
C3 C -0.02314(14) 0.17008(8) 0.08450(13) 0.0279(3) Uani 1 d .
H3 H -0.0995 0.1933 0.0340 0.033 Uiso 1 calc R
C4 C 0.08940(15) 0.17146(8) 0.06141(14) 0.0307(3) Uani 1 d .
C5 C 0.18156(14) 0.13155(8) 0.16207(14) 0.0309(3) Uani 1 d .
H5 H 0.2657 0.1240 0.1721 0.037 Uiso 1 calc R
C6 C -0.12297(13) 0.02575(8) -0.04869(12) 0.0253(3) Uani 1 d .
C10 C 0.21597(16) 0.07115(10) 0.37213(14) 0.0393(4) Uani 1 d .
C11 C 0.34393(18) 0.04457(13) 0.37220(17) 0.0558(5) Uani 1 d .
H11A H 0.3976 0.0264 0.4531 0.084 Uiso 1 calc R
H11B H 0.3843 0.0877 0.3498 0.084 Uiso 1 calc R
H11C H 0.3302 0.0029 0.3137 0.084 Uiso 1 calc R
C12 C 0.2487(2) 0.13870(12) 0.46685(17) 0.0563(5) Uani 1 d .
H12A H 0.1726 0.1560 0.4754 0.084 Uiso 1 calc R
H12B H 0.2850 0.1814 0.4387 0.084 Uiso 1 calc R
H12C H 0.3088 0.1207 0.5453 0.084 Uiso 1 calc R
C13 C 0.1609(2) 0.00152(11) 0.41532(18) 0.0586(5) Uani 1 d .
H13A H 0.1400 -0.0393 0.3546 0.088 Uiso 1 calc R
H13B H 0.0854 0.0175 0.4263 0.088 Uiso 1 calc R
H13C H 0.2226 -0.0175 0.4923 0.088 Uiso 1 calc R
C20 C -0.10968(16) 0.12053(9) 0.24443(14) 0.0351(3) Uani 1 d .
C21 C -0.15562(18) 0.03564(11) 0.24140(17) 0.0455(4) Uani 1 d .
H21A H -0.1893 0.0169 0.1578 0.068 Uiso 1 calc R
H21B H -0.2208 0.0337 0.2736 0.068 Uiso 1 calc R
H21C H -0.0854 0.0033 0.2909 0.068 Uiso 1 calc R
C22 C -0.06816(19) 0.15245(12) 0.37626(16) 0.0488(5) Uani 1 d .
H22A H -0.0047 0.1186 0.4325 0.073 Uiso 1 calc R
H22B H -0.1404 0.1547 0.3985 0.073 Uiso 1 calc R
H22C H -0.0333 0.2039 0.3803 0.073 Uiso 1 calc R
C23 C -0.22624(17) 0.16961(12) 0.16488(17) 0.0486(4) Uani 1 d .
H23A H -0.2017 0.2234 0.1669 0.073 Uiso 1 calc R
H23B H -0.2913 0.1650 0.1969 0.073 Uiso 1 calc R
H23C H -0.2583 0.1510 0.0813 0.073 Uiso 1 calc R
C40 C 0.11387(17) 0.21682(9) -0.03825(16) 0.0374(4) Uani 1 d .
C41 C -0.0050(2) 0.22088(13) -0.15913(18) 0.0611(6) Uani 1 d .
H41A H 0.0141 0.2502 -0.2192 0.092 Uiso 1 calc R
H41B H -0.0727 0.2461 -0.1442 0.092 Uiso 1 calc R
H41C H -0.0307 0.1689 -0.1895 0.092 Uiso 1 calc R
C42 C 0.1508(2) 0.30046(10) 0.0098(2) 0.0574(5) Uani 1 d .
H42A H 0.2277 0.2992 0.0831 0.086 Uiso 1 calc R
H42B H 0.0836 0.3232 0.0285 0.086 Uiso 1 calc R
H42C H 0.1642 0.3312 -0.0522 0.086 Uiso 1 calc R
C43 C 0.2201(2) 0.18074(12) -0.0669(2) 0.0612(6) Uani 1 d .
H43A H 0.2979 0.1825 0.0054 0.092 Uiso 1 calc R
H43B H 0.2304 0.2094 -0.1324 0.092 Uiso 1 calc R
H43C H 0.1994 0.1274 -0.0919 0.092 Uiso 1 calc R
C60 C -0.25467(14) 0.05333(8) -0.09842(13) 0.0289(3) Uani 1 d .
C61 C -0.28903(16) 0.12331(10) -0.16480(15) 0.0376(4) Uani 1 d .
H61 H -0.2271 0.1526 -0.1783 0.045 Uiso 1 calc R
C62 C -0.41398(18) 0.14976(12) -0.21084(17) 0.0513(5) Uani 1 d .
H62 H -0.4348 0.1966 -0.2543 0.062 Uiso 1 calc R
C63 C -0.50633(18) 0.10744(14) -0.19278(18) 0.0579(6) Uani 1 d .
H63 H -0.5898 0.1255 -0.2234 0.069 Uiso 1 calc R
C64 C -0.47569(17) 0.03804(13) -0.12920(17) 0.0518(5) Uani 1 d .
H64 H -0.5387 0.0089 -0.1172 0.062 Uiso 1 calc R
C65 C -0.35132(15) 0.01128(10) -0.08287(14) 0.0372(4) Uani 1 d .
H65 H -0.3320 -0.0359 -0.0404 0.045 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'
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
C6 Fe1 C6 98.42(6) 3 .
C6 Fe1 C4 122.21(6) 3 .
C6 Fe1 C4 119.20(6) . .
C6 Fe1 C3 161.50(6) 3 .
C6 Fe1 C3 96.16(6) . .
C4 Fe1 C3 39.59(6) . .
C6 Fe1 C5 98.48(6) 3 .
C6 Fe1 C5 158.44(6) . .
C4 Fe1 C5 39.45(6) . .
C3 Fe1 C5 64.88(6) . .
C6 Fe1 C2 143.02(6) 3 .
C6 Fe1 C2 106.81(6) . .
C4 Fe1 C2 67.26(6) . .
C3 Fe1 C2 39.37(5) . .
C5 Fe1 C2 65.68(6) . .
C6 Fe1 C1 107.29(6) 3 .
C6 Fe1 C1 144.06(6) . .
C4 Fe1 C1 66.65(6) . .
C3 Fe1 C1 65.44(5) . .
C5 Fe1 C1 38.80(6) . .
C2 Fe1 C1 39.50(5) . .
C6 Fe1 Fe1 49.38(4) 3 3
C6 Fe1 Fe1 49.04(5) . 3
C4 Fe1 Fe1 141.37(4) . 3
C3 Fe1 Fe1 143.73(4) . 3
C5 Fe1 Fe1 145.72(5) . 3
C2 Fe1 Fe1 146.27(4) . 3
C1 Fe1 Fe1 148.01(4) . 3
C5 C1 C2 106.64(12) . .
C5 C1 C10 120.32(14) . .
C2 C1 C10 132.11(14) . .
C5 C1 Fe1 68.27(8) . .
C2 C1 Fe1 69.72(8) . .
C10 C1 Fe1 134.94(10) . .
C3 C2 C1 105.67(13) . .
C3 C2 C20 121.92(13) . .
C1 C2 C20 132.28(13) . .
C3 C2 Fe1 68.12(8) . .
C1 C2 Fe1 70.78(8) . .
C20 C2 Fe1 128.35(10) . .
C4 C3 C2 111.19(13) . .
C4 C3 Fe1 70.07(8) . .
C2 C3 Fe1 72.51(8) . .
C5 C4 C3 105.31(13) . .
C5 C4 C40 126.23(15) . .
C3 C4 C40 127.81(14) . .
C5 C4 Fe1 70.83(8) . .
C3 C4 Fe1 70.33(8) . .
C40 C4 Fe1 130.23(11) . .
C4 C5 C1 111.17(14) . .
C4 C5 Fe1 69.72(8) . .
C1 C5 Fe1 72.94(8) . .
C60 C6 Fe1 139.65(11) . 3
C60 C6 Fe1 138.75(11) . .
Fe1 C6 Fe1 81.59(6) 3 .
C13 C10 C11 106.68(16) . .
C13 C10 C1 114.73(14) . .
C11 C10 C1 111.33(15) . .
C13 C10 C12 110.92(17) . .
C11 C10 C12 105.16(15) . .
C1 C10 C12 107.63(13) . .
C2 C20 C22 111.91(14) . .
C2 C20 C23 110.05(13) . .
C22 C20 C23 105.73(14) . .
C2 C20 C21 112.67(13) . .
C22 C20 C21 109.02(15) . .
C23 C20 C21 107.12(15) . .
C43 C40 C4 111.78(14) . .
C43 C40 C41 107.82(17) . .
C4 C40 C41 112.01(14) . .
C43 C40 C42 109.51(16) . .
C4 C40 C42 107.32(14) . .
C41 C40 C42 108.33(16) . .
C65 C60 C61 116.99(14) . .
C65 C60 C6 121.76(13) . .
C61 C60 C6 121.25(14) . .
C62 C61 C60 121.12(17) . .
C63 C62 C61 120.39(17) . .
C64 C63 C62 119.80(17) . .
C63 C64 C65 120.19(19) . .
C64 C65 C60 121.51(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C6 1.7983(14) 3
Fe1 C6 1.8076(14) .
Fe1 C4 2.0874(14) .
Fe1 C3 2.0908(14) .
Fe1 C5 2.1020(14) .
Fe1 C2 2.1489(15) .
Fe1 C1 2.1633(14) .
Fe1 Fe1 2.3558(4) 3
C1 C5 1.418(2) .
C1 C2 1.457(2) .
C1 C10 1.539(2) .
C2 C3 1.429(2) .
C2 C20 1.533(2) .
C3 C4 1.415(2) .
C4 C5 1.414(2) .
C4 C40 1.522(2) .
C6 C60 1.462(2) .
C6 Fe1 1.7983(14) 3
C10 C13 1.525(3) .
C10 C11 1.531(3) .
C10 C12 1.547(2) .
C20 C22 1.535(2) .
C20 C23 1.541(2) .
C20 C21 1.540(2) .
C40 C43 1.513(3) .
C40 C41 1.535(3) .
C40 C42 1.535(2) .
C60 C65 1.389(2) .
C60 C61 1.399(2) .
C61 C62 1.388(2) .
C62 C63 1.363(3) .
C63 C64 1.373(3) .
C64 C65 1.384(2) .
