#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:14:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178741 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/52/4085237.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_4085237
loop_
_publ_author_name
'El Ezzi, Mohammad'
'Kocsor, Tibor-Gabor'
'D’Accriscio, Florian'
'Madec, David'
'Mallet-Ladeira, Sonia'
'Castel, Annie'
_publ_section_title
;
 Iron Complexes with Stabilized Germylenes: Syntheses and
 Characterizations
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              571
_journal_paper_doi               10.1021/om500903g
_journal_volume                  34
_journal_year                    2015
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C15 H20 Cl2 Fe Ge N2 O4'
_chemical_formula_sum            'C15 H20 Cl2 Fe Ge N2 O4'
_chemical_formula_weight         491.69
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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
_cell_angle_alpha                90
_cell_angle_beta                 94.7190(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8524(2)
_cell_length_b                   12.9959(3)
_cell_length_c                   16.0149(3)
_cell_measurement_reflns_used    3511
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      24.01
_cell_measurement_theta_min      2.34
_cell_measurement_wavelength     0.71073
_cell_volume                     2043.61(7)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2006)'
_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Bruker Kappa APEX II Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14644
_diffrn_reflns_theta_full        24.18
_diffrn_reflns_theta_max         24.18
_diffrn_reflns_theta_min         2.52
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.462
_exptl_absorpt_correction_T_max  0.9079
_exptl_absorpt_correction_T_min  0.8890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3247
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.043
_refine_ls_R_factor_gt           0.0286
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0303P)²+0.2245P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0588
_refine_ls_wR_factor_ref         0.0641
_reflns_number_gt                2594
_reflns_number_total             3247
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om500903g_si_001.cif
_cod_data_source_block           6a
_cod_depositor_comments
'Adding full bibliography for 4085233--4085238.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4085237
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.2857(3) 0.6792(3) 0.0398(2) 0.0383(8) Uani 1 1 d .
C2 C -0.1558(3) 0.8798(3) 0.1240(2) 0.0382(8) Uani 1 1 d .
C3 C -0.4045(4) 0.8488(3) 0.0692(2) 0.0488(10) Uani 1 1 d .
C4 C -0.3656(3) 0.7504(2) 0.2091(2) 0.0383(8) Uani 1 1 d .
C5 C 0.0870(3) 0.6401(2) 0.15390(17) 0.0238(7) Uani 1 1 d .
C6 C 0.2641(3) 0.6243(2) 0.07515(18) 0.0291(7) Uani 1 1 d .
C7 C 0.2981(3) 0.5769(2) 0.14930(18) 0.0273(7) Uani 1 1 d .
C8 C 0.3477(3) 0.6328(3) 0.0016(2) 0.0409(8) Uani 1 1 d .
H8A H 0.4304 0.5913 0.0117 0.061 Uiso 1 1 calc R
H8B H 0.3727 0.7049 -0.0063 0.061 Uiso 1 1 calc R
H8C H 0.2946 0.6078 -0.0488 0.061 Uiso 1 1 calc R
C9 C 0.4276(3) 0.5211(3) 0.1749(2) 0.0390(8) Uani 1 1 d .
H9A H 0.4138 0.447 0.1666 0.058 Uiso 1 1 calc R
H9B H 0.4544 0.5348 0.2341 0.058 Uiso 1 1 calc R
H9C H 0.4995 0.5449 0.1408 0.058 Uiso 1 1 calc R
C10 C 0.0530(3) 0.7195(2) 0.01035(17) 0.0285(7) Uani 1 1 d .
H10 H -0.0337 0.7414 0.0335 0.034 Uiso 1 1 calc R
C11 C 0.1231(3) 0.8173(2) -0.0155(2) 0.0449(9) Uani 1 1 d .
H11A H 0.1562 0.856 0.0346 0.067 Uiso 1 1 calc R
H11B H 0.0581 0.8596 -0.0501 0.067 Uiso 1 1 calc R
H11C H 0.2 0.7994 -0.0478 0.067 Uiso 1 1 calc R
C12 C 0.0130(3) 0.6469(3) -0.06239(19) 0.0423(9) Uani 1 1 d .
H12A H 0.0949 0.6254 -0.0886 0.063 Uiso 1 1 calc R
H12B H -0.0491 0.6824 -0.1038 0.063 Uiso 1 1 calc R
H12C H -0.0325 0.5862 -0.0414 0.063 Uiso 1 1 calc R
C13 C 0.1776(3) 0.5438(2) 0.28337(17) 0.0332(8) Uani 1 1 d .
H13 H 0.083 0.5578 0.2987 0.04 Uiso 1 1 calc R
C14 C 0.2737(3) 0.6012(3) 0.34668(19) 0.0466(9) Uani 1 1 d .
H14A H 0.3682 0.5856 0.3364 0.07 Uiso 1 1 calc R
H14B H 0.2568 0.5796 0.4035 0.07 Uiso 1 1 calc R
H14C H 0.258 0.6754 0.3408 0.07 Uiso 1 1 calc R
C15 C 0.1959(4) 0.4280(3) 0.2845(2) 0.0473(9) Uani 1 1 d .
H15A H 0.1362 0.3971 0.2393 0.071 Uiso 1 1 calc R
H15B H 0.1724 0.4007 0.3386 0.071 Uiso 1 1 calc R
H15C H 0.2909 0.4112 0.2765 0.071 Uiso 1 1 calc R
N1 N 0.1334(2) 0.66381(17) 0.07883(13) 0.0236(6) Uani 1 1 d .
N2 N 0.1871(2) 0.58654(18) 0.19684(14) 0.0262(6) Uani 1 1 d .
O1 O -0.2992(2) 0.6187(2) -0.01317(16) 0.0605(7) Uani 1 1 d .
O2 O -0.0812(3) 0.94840(19) 0.12576(16) 0.0574(7) Uani 1 1 d .
O3 O -0.4926(3) 0.8952(2) 0.0367(2) 0.0803(10) Uani 1 1 d .
O4 O -0.4297(2) 0.73492(19) 0.26439(15) 0.0574(7) Uani 1 1 d .
Cl1 Cl -0.16636(8) 0.52124(6) 0.22308(5) 0.0395(2) Uani 1 1 d .
Cl2 Cl -0.03577(9) 0.74146(7) 0.31488(5) 0.0451(2) Uani 1 1 d .
Fe1 Fe -0.27112(4) 0.77364(3) 0.12002(3) 0.02992(13) Uani 1 1 d .
Ge1 Ge -0.10008(3) 0.67684(2) 0.190303(18) 0.02557(11) 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Ge Ge 0.1547 1.8001 '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
O1 C1 Fe1 177.9(3)
O2 C2 Fe1 179.4(3)
O3 C3 Fe1 178.3(3)
O4 C4 Fe1 177.8(3)
N2 C5 N1 106.5(2)
N2 C5 Ge1 128.07(19)
N1 C5 Ge1 125.4(2)
C7 C6 N1 107.1(2)
C7 C6 C8 127.7(3)
N1 C6 C8 125.2(3)
C6 C7 N2 106.9(2)
C6 C7 C9 127.2(3)
N2 C7 C9 125.9(3)
C6 C8 H8A 109.5
C6 C8 H8B 109.5
H8A C8 H8B 109.5
C6 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C7 C9 H9A 109.5
C7 C9 H9B 109.5
H9A C9 H9B 109.5
C7 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
N1 C10 C11 112.5(2)
N1 C10 C12 110.5(2)
C11 C10 C12 113.8(3)
N1 C10 H10 106.5
C11 C10 H10 106.5
C12 C10 H10 106.5
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C10 C12 H12A 109.5
C10 C12 H12B 109.5
H12A C12 H12B 109.5
C10 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
N2 C13 C15 111.2(3)
N2 C13 C14 110.5(2)
C15 C13 C14 114.3(3)
N2 C13 H13 106.8
C15 C13 H13 106.8
C14 C13 H13 106.8
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C5 N1 C6 109.5(2)
C5 N1 C10 124.5(2)
C6 N1 C10 125.9(2)
C5 N2 C7 110.0(2)
C5 N2 C13 124.2(2)
C7 N2 C13 125.8(2)
C1 Fe1 C3 92.03(16)
C1 Fe1 C2 125.01(14)
C3 Fe1 C2 92.09(15)
C1 Fe1 C4 116.33(15)
C3 Fe1 C4 92.55(15)
C2 Fe1 C4 118.21(15)
C1 Fe1 Ge1 89.34(11)
C3 Fe1 Ge1 178.19(12)
C2 Fe1 Ge1 88.10(11)
C4 Fe1 Ge1 85.78(10)
C5 Ge1 Cl1 98.41(8)
C5 Ge1 Cl2 98.55(8)
Cl1 Ge1 Cl2 101.68(3)
C5 Ge1 Fe1 128.85(8)
Cl1 Ge1 Fe1 113.33(3)
Cl2 Ge1 Fe1 112.03(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.156(4)
C1 Fe1 1.775(4)
C2 O2 1.154(4)
C2 Fe1 1.785(4)
C3 O3 1.146(4)
C3 Fe1 1.780(4)
C4 O4 1.147(4)
C4 Fe1 1.793(3)
C5 N2 1.349(3)
C5 N1 1.356(3)
C5 Ge1 2.035(3)
C6 C7 1.355(4)
C6 N1 1.392(3)
C6 C8 1.496(4)
C7 N2 1.388(3)
C7 C9 1.496(4)
C8 H8A 0.98
C8 H8B 0.98
C8 H8C 0.98
C9 H9A 0.98
C9 H9B 0.98
C9 H9C 0.98
C10 N1 1.487(3)
C10 C11 1.520(4)
C10 C12 1.526(4)
C10 H10 1
C11 H11A 0.98
C11 H11B 0.98
C11 H11C 0.98
C12 H12A 0.98
C12 H12B 0.98
C12 H12C 0.98
C13 N2 1.503(3)
C13 C15 1.516(4)
C13 C14 1.524(4)
C13 H13 1
C14 H14A 0.98
C14 H14B 0.98
C14 H14C 0.98
C15 H15A 0.98
C15 H15B 0.98
C15 H15C 0.98
Cl1 Ge1 2.2018(8)
Cl2 Ge1 2.2089(8)
Fe1 Ge1 2.3189(5)
