#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:22:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178506 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/80/4068082.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_4068082
loop_
_publ_author_name
'Blasberg, Florian'
'Bolte, Michael'
'Wagner, Matthias'
'Lerner, Hans-Wolfram'
_publ_section_title
;
 An Approach to Pin Down the Solid-State Structure of the “Turbo
 Grignard”
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              1001
_journal_paper_doi               10.1021/om201080t
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C10 H22 Mg O2'
_chemical_formula_sum            'C10 H22 Mg O2'
_chemical_formula_weight         198.59
_chemical_name_systematic        ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 106.633(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9678(10)
_cell_length_b                   7.4820(5)
_cell_length_c                   12.1077(8)
_cell_measurement_reflns_used    11321
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      3.4
_cell_volume                     1212.40(15)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008) '
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008) '
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_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  0.0780
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8245
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.36
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.9542
_exptl_absorpt_correction_T_min  0.9432
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULABS (Spek, 2003; Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.088
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     61
_refine_ls_number_reflns         1074
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0393
_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)+(0.0606P)²+1.0398P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1115
_refine_ls_wR_factor_ref         0.1135
_reflns_number_gt                1002
_reflns_number_total             1074
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om201080t_si_002.cif
_cod_data_source_block           wa1292
_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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1212.40(14)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4068082
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Mg1 Mg 0.5000 0.21648(9) 0.2500 0.0212(3) Uani 1 2 d S
C1 C 0.35894(12) 0.3558(2) 0.20623(14) 0.0259(4) Uani 1 1 d .
H1 H 0.3038 0.2740 0.1646 0.031 Uiso 1 1 calc R
C11 C 0.36557(15) 0.5158(3) 0.12994(18) 0.0425(5) Uani 1 1 d .
H11A H 0.3773 0.4731 0.0584 0.064 Uiso 1 1 calc R
H11B H 0.4209 0.5934 0.1709 0.064 Uiso 1 1 calc R
H11C H 0.3028 0.5832 0.1117 0.064 Uiso 1 1 calc R
C12 C 0.33992(14) 0.4241(2) 0.31687(15) 0.0329(4) Uani 1 1 d .
H12A H 0.3355 0.3225 0.3663 0.049 Uiso 1 1 calc R
H12B H 0.2771 0.4913 0.2977 0.049 Uiso 1 1 calc R
H12C H 0.3950 0.5023 0.3577 0.049 Uiso 1 1 calc R
O1 O 0.50482(8) 0.04463(16) 0.38832(9) 0.0275(4) Uani 1 1 d .
C2 C 0.59450(12) 0.0094(3) 0.48111(15) 0.0310(4) Uani 1 1 d .
H2A H 0.6505 0.0810 0.4697 0.037 Uiso 1 1 calc R
H2B H 0.6124 -0.1185 0.4808 0.037 Uiso 1 1 calc R
C3 C 0.57796(13) 0.0564(2) 0.59442(14) 0.0306(4) Uani 1 1 d .
H3A H 0.6392 0.0301 0.6575 0.037 Uiso 1 1 calc R
H3B H 0.5638 0.1858 0.5963 0.037 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mg1 0.0273(4) 0.0200(4) 0.0167(4) 0.000 0.0070(3) 0.000
C1 0.0302(8) 0.0255(8) 0.0220(8) 0.0016(6) 0.0078(6) 0.0021(6)
C11 0.0419(11) 0.0471(12) 0.0391(11) 0.0199(9) 0.0126(8) 0.0099(9)
C12 0.0389(10) 0.0320(9) 0.0292(9) -0.0003(7) 0.0120(7) 0.0057(7)
O1 0.0284(6) 0.0326(7) 0.0199(6) 0.0075(5) 0.0043(5) -0.0028(5)
C2 0.0261(8) 0.0391(10) 0.0258(9) 0.0107(7) 0.0043(7) 0.0004(7)
C3 0.0310(9) 0.0331(9) 0.0241(9) 0.0059(7) 0.0022(7) -0.0091(7)
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'
Mg Mg 0.0486 0.0363 '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
O1 Mg1 O1 104.37(7) 2_655 .
O1 Mg1 C1 106.37(5) 2_655 .
O1 Mg1 C1 108.11(5) . .
O1 Mg1 C1 108.11(5) 2_655 2_655
O1 Mg1 C1 106.37(5) . 2_655
C1 Mg1 C1 122.18(9) . 2_655
C12 C1 C11 108.89(15) . .
C12 C1 Mg1 108.81(11) . .
C11 C1 Mg1 108.51(11) . .
C12 C1 H1 110.2 . .
C11 C1 H1 110.2 . .
Mg1 C1 H1 110.2 . .
C1 C11 H11A 109.5 . .
C1 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C1 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C1 C12 H12A 109.5 . .
C1 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C1 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C3 O1 C2 110.05(12) 5_656 .
C3 O1 Mg1 126.28(10) 5_656 .
C2 O1 Mg1 123.66(10) . .
O1 C2 C3 110.02(14) . .
O1 C2 H2A 109.7 . .
C3 C2 H2A 109.7 . .
O1 C2 H2B 109.7 . .
C3 C2 H2B 109.7 . .
H2A C2 H2B 108.2 . .
O1 C3 C2 110.47(14) 5_656 .
O1 C3 H3A 109.6 5_656 .
C2 C3 H3A 109.6 . .
O1 C3 H3B 109.6 5_656 .
C2 C3 H3B 109.6 . .
H3A C3 H3B 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mg1 O1 2.0971(12) 2_655
Mg1 O1 2.0971(12) .
Mg1 C1 2.1569(16) .
Mg1 C1 2.1569(16) 2_655
C1 C12 1.526(2) .
C1 C11 1.531(2) .
C1 H1 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
O1 C3 1.4457(19) 5_656
O1 C2 1.4475(19) .
C2 C3 1.497(2) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 O1 1.4457(19) 5_656
C3 H3A 0.9900 .
C3 H3B 0.9900 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 Mg1 C1 C12 157.87(11) 2_655 .
O1 Mg1 C1 C12 46.26(13) . .
C1 Mg1 C1 C12 -77.54(11) 2_655 .
O1 Mg1 C1 C11 -83.79(13) 2_655 .
O1 Mg1 C1 C11 164.60(12) . .
C1 Mg1 C1 C11 40.80(11) 2_655 .
O1 Mg1 O1 C3 -75.46(12) 2_655 5_656
C1 Mg1 O1 C3 37.49(14) . 5_656
C1 Mg1 O1 C3 170.35(13) 2_655 5_656
O1 Mg1 O1 C2 103.90(13) 2_655 .
C1 Mg1 O1 C2 -143.15(13) . .
C1 Mg1 O1 C2 -10.29(14) 2_655 .
C3 O1 C2 C3 -58.0(2) 5_656 .
Mg1 O1 C2 C3 122.50(13) . .
O1 C2 C3 O1 58.29(19) . 5_656
