#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:54:07 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178706 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/17/4081708.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_4081708
loop_
_publ_author_name
'Schwamm, Ryan J.'
'Coles, Martyn P.'
_publ_section_title
;
 Catalytic C--C Bond Formation Promoted by Organo- and Amidomagnesium(II)
 Compounds
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5277
_journal_paper_doi               10.1021/om400909e
_journal_volume                  32
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C64 H84 Mg2 O8'
_chemical_formula_sum            'C64 H84 Mg2 O8'
_chemical_formula_weight         1029.93
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2013-07-19T11:24:58-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 105.758(7)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.0212(6)
_cell_length_b                   22.0516(10)
_cell_length_c                   12.0459(8)
_cell_measurement_reflns_used    7421
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      73.2780
_cell_measurement_theta_min      3.9500
_cell_volume                     2817.6(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector_area_resol_mean 5.3250
_diffrn_measured_fraction_theta_full 0.9985
_diffrn_measured_fraction_theta_max 0.9935
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0285046500
_diffrn_orient_matrix_UB_12      -0.0569934500
_diffrn_orient_matrix_UB_13      0.0625911000
_diffrn_orient_matrix_UB_21      -0.1421361000
_diffrn_orient_matrix_UB_22      0.0135274000
_diffrn_orient_matrix_UB_23      -0.0437114000
_diffrn_orient_matrix_UB_31      -0.0074850000
_diffrn_orient_matrix_UB_32      -0.0381165000
_diffrn_orient_matrix_UB_33      -0.1088105000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            17299
_diffrn_reflns_theta_full        66.9682
_diffrn_reflns_theta_max         73.8279
_diffrn_reflns_theta_min         3.8128
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.24
_refine_diff_density_max         1.385
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2836
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.078
_refine_ls_R_factor_gt           0.0745
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1797P)²+2.1227P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.221
_refine_ls_wR_factor_ref         0.2294
_reflns_number_gt                2557
_reflns_number_total             2836
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400909e_si_002.cif
_cod_data_source_block           Compound-4
_cod_database_code               4081708
#BEGIN Tags that were not found in dictionaries:
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1
#END Tags that were not found in dictionaries
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Mg Mg 0 0.37771(3) 0.25 0.0233(3) Uani 1 2 d S . .
O1 O 0.13540(13) 0.37603(5) 0.14644(13) 0.0303(4) Uani 1 1 d . . .
O2 O 0.15894(13) 0.37886(5) 0.41067(12) 0.0278(4) Uani 1 1 d . . .
C1 C 0 0.27855(11) 0.25 0.0283(6) Uani 1 2 d S . .
C2 C 0 0.22304(11) 0.25 0.0245(5) Uani 1 2 d S A .
C3 C 0 0.15799(11) 0.25 0.0243(5) Uani 1 2 d S . .
C4 C 0.09885(18) 0.12534(7) 0.22529(18) 0.0281(5) Uani 1 1 d . A .
H4 H 0.1668 0.1465 0.2085 0.034 Uiso 1 1 calc R . .
C5 C 0.0981(2) 0.06234(8) 0.22526(18) 0.0363(5) Uani 1 1 d . . .
H5 H 0.1654 0.0408 0.2081 0.044 Uiso 1 1 calc R A .
C6 C 0 0.03069(11) 0.25 0.0333(6) Uani 1 2 d S . .
H6 H 0 -0.0124 0.25 0.04 Uiso 1 2 calc SR . .
C7 C 0 0.47707(11) 0.25 0.0263(5) Uani 1 2 d S . .
C8 C 0 0.53238(11) 0.25 0.0250(5) Uani 1 2 d S A .
C9 C 0 0.59779(10) 0.25 0.0242(5) Uani 1 2 d S . .
C10 C 0.05860(18) 0.63048(8) 0.17933(19) 0.0322(5) Uani 1 1 d . A .
H10 H 0.0985 0.6094 0.1301 0.039 Uiso 1 1 calc R . .
C11 C 0.05895(19) 0.69373(8) 0.1806(2) 0.0387(5) Uani 1 1 d . . .
H11 H 0.1002 0.7154 0.1331 0.046 Uiso 1 1 calc R A .
C12 C 0 0.72503(11) 0.25 0.0324(6) Uani 1 2 d S . .
H12 H 0 0.7681 0.25 0.039 Uiso 1 2 calc SR . .
C17 C 0.23869(18) 0.43095(8) 0.45005(18) 0.0308(5) Uani 1 1 d . A .
H17B H 0.2488 0.4383 0.5331 0.037 Uiso 1 1 calc R . .
H17A H 0.2024 0.4677 0.4063 0.037 Uiso 1 1 calc R . .
C18 C 0.36410(19) 0.41493(9) 0.42843(19) 0.0373(5) Uani 1 1 d . . .
H18B H 0.4351 0.4319 0.4895 0.045 Uiso 1 1 calc R A .
H18A H 0.3689 0.4305 0.3527 0.045 Uiso 1 1 calc R . .
C19 C 0.36661(18) 0.34483(9) 0.43064(18) 0.0355(5) Uani 1 1 d . A .
H19B H 0.3732 0.3282 0.3561 0.043 Uiso 1 1 calc R . .
H19A H 0.4381 0.3296 0.4933 0.043 Uiso 1 1 calc R . .
C20 C 0.24128(18) 0.32815(8) 0.45221(18) 0.0313(5) Uani 1 1 d . A .
H20B H 0.207 0.2907 0.4099 0.038 Uiso 1 1 calc R . .
H20A H 0.2514 0.3216 0.5355 0.038 Uiso 1 1 calc R . .
C13 C 0.1806(2) 0.32173(9) 0.10451(19) 0.0391(5) Uani 0.611(8) 1 d PD A 1
H13A H 0.1081 0.296 0.0648 0.047 Uiso 0.611(8) 1 calc PR A 1
H13B H 0.2333 0.2984 0.1703 0.047 Uiso 0.611(8) 1 calc PR A 1
C14 C 0.2559(4) 0.33700(16) 0.0234(4) 0.0326(9) Uani 0.611(8) 1 d PD A 1
H14A H 0.2042 0.3363 -0.0579 0.039 Uiso 0.611(8) 1 calc PR A 1
H14B H 0.3294 0.3097 0.0327 0.039 Uiso 0.611(8) 1 calc PR A 1
C15 C 0.2958(5) 0.4016(2) 0.0650(6) 0.0383(12) Uani 0.611(8) 1 d PD A 1
H15A H 0.3187 0.4256 0.0042 0.046 Uiso 0.611(8) 1 calc PR A 1
H15B H 0.368 0.4012 0.135 0.046 Uiso 0.611(8) 1 calc PR A 1
C16 C 0.1731(2) 0.42787(9) 0.0922(2) 0.0385(5) Uani 0.611(8) 1 d PD A 1
H16A H 0.1926 0.4631 0.145 0.046 Uiso 0.611(8) 1 calc PR A 1
H16B H 0.1082 0.4395 0.0209 0.046 Uiso 0.611(8) 1 calc PR A 1
C13A C 0.1806(2) 0.32173(9) 0.10451(19) 0.0391(5) Uani 0.389(8) 1 d PD A 2
H13C H 0.1213 0.3061 0.0332 0.047 Uiso 0.389(8) 1 calc PR A 2
H13D H 0.2017 0.2893 0.1636 0.047 Uiso 0.389(8) 1 calc PR A 2
C14A C 0.3086(6) 0.3535(3) 0.0802(7) 0.0371(18) Uani 0.389(8) 1 d PD A 2
H14C H 0.3748 0.3602 0.1532 0.045 Uiso 0.389(8) 1 calc PR A 2
H14D H 0.3433 0.3279 0.0286 0.045 Uiso 0.389(8) 1 calc PR A 2
C15A C 0.2599(7) 0.4129(3) 0.0232(7) 0.0304(15) Uani 0.389(8) 1 d PD A 2
H15C H 0.3278 0.4434 0.0321 0.036 Uiso 0.389(8) 1 calc PR A 2
H15D H 0.2155 0.4077 -0.0595 0.036 Uiso 0.389(8) 1 calc PR A 2
C16A C 0.1731(2) 0.42787(9) 0.0922(2) 0.0385(5) Uani 0.389(8) 1 d PD A 2
H16C H 0.2142 0.4575 0.1523 0.046 Uiso 0.389(8) 1 calc PR A 2
H16D H 0.0971 0.4474 0.0417 0.046 Uiso 0.389(8) 1 calc PR A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mg Mg 0.1719 0.1771 '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
C1 Mg O1 89.03(3) . 2
C1 Mg O1 89.03(3) . .
O1 Mg O1 178.06(7) 2 .
C1 Mg C7 180 . .
O1 Mg C7 90.97(3) 2 .
O1 Mg C7 90.97(3) . .
C1 Mg O2 90.65(3) . 2
O1 Mg O2 89.91(5) 2 2
O1 Mg O2 90.11(5) . 2
C7 Mg O2 89.35(3) . 2
C1 Mg O2 90.65(3) . .
O1 Mg O2 90.11(5) 2 .
O1 Mg O2 89.91(5) . .
C7 Mg O2 89.35(3) . .
O2 Mg O2 178.70(6) 2 .
C16 O1 C13 109.40(15) . .
C16 O1 Mg 124.98(11) . .
C13 O1 Mg 124.62(11) . .
C20 O2 C17 103.48(14) . .
C20 O2 Mg 124.37(11) . .
C17 O2 Mg 123.91(11) . .
C2 C1 Mg 180 . .
C1 C2 C3 180 . .
C4 C3 C4 118.3(2) 2 .
C4 C3 C2 120.86(11) 2 .
C4 C3 C2 120.86(11) . .
C5 C4 C3 120.52(17) . .
C5 C4 H4 119.7 . .
C3 C4 H4 119.7 . .
C6 C5 C4 120.59(17) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C5 C6 C5 119.5(2) . 2
C5 C6 H6 120.2 . .
C5 C6 H6 120.2 2 .
C8 C7 Mg 180 . .
C7 C8 C9 180.0000(10) . .
C10 C9 C10 118.0(2) 2 .
C10 C9 C8 120.99(11) 2 .
C10 C9 C8 120.99(11) . .
C11 C10 C9 120.58(17) . .
C11 C10 H10 119.7 . .
C9 C10 H10 119.7 . .
C12 C11 C10 120.51(17) . .
C12 C11 H11 119.7 . .
C10 C11 H11 119.7 . .
C11 C12 C11 119.8(2) 2 .
C11 C12 H12 120.1 2 .
C11 C12 H12 120.1 . .
O2 C17 C18 105.06(14) . .
O2 C17 H17B 110.7 . .
C18 C17 H17B 110.7 . .
O2 C17 H17A 110.7 . .
C18 C17 H17A 110.7 . .
H17B C17 H17A 108.8 . .
C17 C18 C19 104.06(14) . .
C17 C18 H18B 110.9 . .
C19 C18 H18B 110.9 . .
C17 C18 H18A 110.9 . .
C19 C18 H18A 110.9 . .
H18B C18 H18A 109 . .
C20 C19 C18 103.43(14) . .
C20 C19 H19B 111.1 . .
C18 C19 H19B 111.1 . .
C20 C19 H19A 111.1 . .
C18 C19 H19A 111.1 . .
H19B C19 H19A 109 . .
O2 C20 C19 105.60(15) . .
O2 C20 H20B 110.6 . .
C19 C20 H20B 110.6 . .
O2 C20 H20A 110.6 . .
C19 C20 H20A 110.6 . .
H20B C20 H20A 108.8 . .
O1 C13 C14 110.6(2) . .
O1 C13 H13A 109.5 . .
C14 C13 H13A 109.5 . .
O1 C13 H13B 109.5 . .
C14 C13 H13B 109.5 . .
H13A C13 H13B 108.1 . .
C13 C14 C15 99.0(3) . .
C13 C14 H14A 112 . .
C15 C14 H14A 112 . .
C13 C14 H14B 112 . .
C15 C14 H14B 112 . .
H14A C14 H14B 109.6 . .
C14 C15 C16 102.8(3) . .
C14 C15 H15A 111.2 . .
C16 C15 H15A 111.2 . .
C14 C15 H15B 111.2 . .
C16 C15 H15B 111.2 . .
H15A C15 H15B 109.1 . .
O1 C16 C15 99.9(2) . .
O1 C16 H16A 111.8 . .
C15 C16 H16A 111.8 . .
O1 C16 H16B 111.8 . .
C15 C16 H16B 111.8 . .
H16A C16 H16B 109.5 . .
C15A C14A H14C 111.1 . .
C15A C14A H14D 111.1 . .
H14C C14A H14D 109.1 . .
C14A C15A H15C 112.1 . .
C14A C15A H15D 112.1 . .
H15C C15A H15D 109.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mg C1 2.187(2) .
Mg O1 2.1898(13) 2
Mg O1 2.1898(13) .
Mg C7 2.191(2) .
Mg O2 2.2301(14) 2
Mg O2 2.2301(14) .
O1 C16 1.433(2) .
O1 C13 1.440(2) .
O2 C20 1.442(2) .
O2 C17 1.446(2) .
C1 C2 1.224(3) .
C2 C3 1.435(3) .
C3 C4 1.404(2) 2
C3 C4 1.404(2) .
C4 C5 1.389(2) .
C4 H4 0.95 .
C5 C6 1.385(2) .
C5 H5 0.95 .
C6 C5 1.385(2) 2
C6 H6 0.95 .
C7 C8 1.220(3) .
C8 C9 1.442(3) .
C9 C10 1.400(2) 2
C9 C10 1.400(2) .
C10 C11 1.395(2) .
C10 H10 0.95 .
C11 C12 1.376(2) .
C11 H11 0.95 .
C12 C11 1.376(2) 2
C12 H12 0.95 .
C17 C18 1.516(3) .
C17 H17B 0.99 .
C17 H17A 0.99 .
C18 C19 1.546(3) .
C18 H18B 0.99 .
C18 H18A 0.99 .
C19 C20 1.518(3) .
C19 H19B 0.99 .
C19 H19A 0.99 .
C20 H20B 0.99 .
C20 H20A 0.99 .
C13 C14 1.482(4) .
C13 H13A 0.99 .
C13 H13B 0.99 .
C14 C15 1.535(6) .
C14 H14A 0.99 .
C14 H14B 0.99 .
C15 C16 1.584(5) .
C15 H15A 0.99 .
C15 H15B 0.99 .
C16 H16A 0.99 .
C16 H16B 0.99 .
C14A C15A 1.508(8) .
C14A H14C 0.99 .
C14A H14D 0.99 .
C15A H15C 0.99 .
C15A H15D 0.99 .
