#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:28:27 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179379 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/76/4327622.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_4327622
loop_
_publ_author_name
'Christian H. Galka'
'Dominique J. M. Trösch'
'Ina Rüdenauer'
'Lutz H. Gade'
'Ian Scowen'
'Mary McPartlin'
_publ_contact_author
; 
        Prof. Dr. Lutz H. Gade 
        Laboratoire de Chimie Organometallique et de Catalyse (UMR 7513) 
        Institut LeBel 
        Universite Louis Pasteur 
        4, rue Blaise Pascal 
        67070 Strasbourg 
        France 
;
_publ_contact_author_email       gade@chimie.u-strasbg.fr
_publ_contact_author_fax         '0033 388 416 045'
_publ_contact_author_phone       '0033 388 415 325'
_publ_section_title
;
 Synthesis and Structural Characterization of Metalated
 1,8-Bis(silylamino)naphthalene Derivatives
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4615
_journal_page_last               4620
_journal_paper_doi               10.1021/ic000296+
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C24 H40 Br Li Mg N2 O2 Si2'
_chemical_formula_weight         555.92
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 94.625(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.6817(11)
_cell_length_b                   11.7292(15)
_cell_length_c                   22.157(3)
_cell_measurement_reflns_used    49
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      12.53
_cell_measurement_theta_min      2.53
_cell_volume                     3026.0(6)
_computing_cell_refinement       'BRUKER XSCANS'
_computing_data_collection       'BRUKER XSCANS'
_computing_data_reduction        'BRUKER XSCANS'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      299(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       'Omega/2Theta 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  0.0716
_diffrn_reflns_av_sigmaI/netI    0.1379
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            4326
_diffrn_reflns_theta_full        21.00
_diffrn_reflns_theta_max         21.00
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        4.62
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.479
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4247
_exptl_absorpt_correction_type   empirical/difabs
_exptl_absorpt_process_details
; 
 empirical absorption correction was applied using DIFABS
 (N. Walker, D. Stuart, Acta Crystallogr., Sect. A 1983, 39, 158).
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_description       block
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3243
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      0.924
_refine_ls_R_factor_all          0.1737
_refine_ls_R_factor_gt           0.0698
_refine_ls_shift/su_max          2.847
_refine_ls_shift/su_mean         0.151
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0685P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1538
_reflns_number_gt                1563
_reflns_number_total             3243
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0002962B_3.cif
_cod_data_source_block           4
_cod_database_code               4327622
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br 0.95168(9) 0.47763(9) 0.23240(5) 0.0952(8) Uani 1 1 d . . .
Si1 Si 1.2602(2) 0.2622(3) 0.20237(11) 0.0739(10) Uani 1 1 d D . .
Si2 Si 0.9556(2) 0.2726(3) 0.39792(12) 0.0753(11) Uani 1 1 d D . .
Mg Mg 1.1103(2) 0.3982(2) 0.29994(12) 0.0539(10) Uani 1 1 d D . .
N1 N 1.2375(5) 0.2920(5) 0.2775(2) 0.051(2) Uani 1 1 d D . .
N2 N 1.0908(5) 0.2933(5) 0.3723(2) 0.048(2) Uani 1 1 d D . .
C1 C 1.3263(7) 0.3083(7) 0.3226(4) 0.055(2) Uani 1 1 d . . .
C2 C 1.4404(8) 0.3151(9) 0.3101(5) 0.088(3) Uani 1 1 d . . .
H2 H 1.4573 0.3064 0.2701 0.105 Uiso 1 1 calc R . .
C3 C 1.5305(8) 0.3338(10) 0.3531(6) 0.101(4) Uani 1 1 d . . .
H3 H 1.6048 0.3414 0.3414 0.121 Uiso 1 1 calc R . .
C4 C 1.5109(10) 0.3411(10) 0.4120(6) 0.102(4) Uani 1 1 d . . .
H4 H 1.5725 0.3488 0.4411 0.123 Uiso 1 1 calc R . .
C5 C 1.3991(8) 0.3374(8) 0.4301(5) 0.068(3) Uani 1 1 d . . .
C6 C 1.3047(7) 0.3180(7) 0.3868(4) 0.050(2) Uani 1 1 d . . .
C7 C 1.1892(7) 0.3109(7) 0.4099(4) 0.054(2) Uani 1 1 d . . .
C8 C 1.1876(9) 0.3267(9) 0.4710(4) 0.090(4) Uani 1 1 d . . .
H8 H 1.1162 0.3227 0.4866 0.108 Uiso 1 1 calc R . .
C9 C 1.2793(12) 0.3478(11) 0.5115(5) 0.112(4) Uani 1 1 d . . .
H9 H 1.2688 0.3606 0.5521 0.135 Uiso 1 1 calc R . .
C10 C 1.3850(11) 0.3499(10) 0.4919(5) 0.100(4) Uani 1 1 d . . .
H10 H 1.4488 0.3595 0.5194 0.120 Uiso 1 1 calc R . .
O2 O 1.1876(5) 0.5454(6) 0.3310(3) 0.083(2) Uani 1 1 d D A .
C22 C 1.2888(10) 0.5967(11) 0.3097(5) 0.128(5) Uani 1 1 d D . .
H22C H 1.2688 0.6565 0.2805 0.154 Uiso 0.73(2) 1 calc PR A 1
H22D H 1.3359 0.5404 0.2914 0.154 Uiso 0.73(2) 1 calc PR A 1
H22C H 1.2808 0.6005 0.2659 0.154 Uiso 0.27(2) 1 calc PR A 2
H22D H 1.3551 0.5496 0.3216 0.154 Uiso 0.27(2) 1 calc PR A 2
C23 C 1.3487(12) 0.6440(17) 0.3658(7) 0.110(7) Uiso 0.73(2) 1 d PD A 1
H23A H 1.3706 0.7223 0.3587 0.132 Uiso 0.73(2) 1 calc PR A 1
H23B H 1.4181 0.6005 0.3762 0.132 Uiso 0.73(2) 1 calc PR A 1
C24 C 1.2760(11) 0.6399(17) 0.4154(7) 0.113(7) Uiso 0.73(2) 1 d PD A 1
H24A H 1.3061 0.5869 0.4463 0.135 Uiso 0.73(2) 1 calc PR A 1
H24B H 1.2689 0.7146 0.4334 0.135 Uiso 0.73(2) 1 calc PR A 1
C23' C 1.307(4) 0.711(2) 0.3342(18) 0.105(19) Uiso 0.27(2) 1 d PD A 2
H23C H 1.3874 0.7245 0.3477 0.126 Uiso 0.27(2) 1 calc PR A 2
H23D H 1.2807 0.7695 0.3055 0.126 Uiso 0.27(2) 1 calc PR A 2
C24' C 1.236(3) 0.702(3) 0.3840(19) 0.100(18) Uiso 0.27(2) 1 d PD A 2
H24C H 1.2859 0.7071 0.4212 0.120 Uiso 0.27(2) 1 calc PR A 2
H24D H 1.1863 0.7685 0.3828 0.120 Uiso 0.27(2) 1 calc PR A 2
C25 C 1.1650(9) 0.6005(11) 0.3870(5) 0.118(4) Uiso 1 1 d D . .
H25A H 1.1297 0.5473 0.4135 0.142 Uiso 0.73(2) 1 calc PR A 1
H25B H 1.1134 0.6645 0.3792 0.142 Uiso 0.73(2) 1 calc PR A 1
H25C H 1.0844 0.6197 0.3881 0.142 Uiso 0.27(2) 1 calc PR A 2
H25D H 1.1891 0.5537 0.4219 0.142 Uiso 0.27(2) 1 calc PR A 2
O3 O 1.2549(5) 0.0554(5) 0.3710(3) 0.083(2) Uani 1 1 d D . .
C32 C 1.2223(9) 0.0110(11) 0.4271(6) 0.136(5) Uani 1 1 d D . .
H32A H 1.1810 -0.0602 0.4207 0.163 Uiso 1 1 calc R . .
H32B H 1.1736 0.0647 0.4463 0.163 Uiso 1 1 calc R . .
C33 C 1.3295(10) -0.0072(12) 0.4647(5) 0.137(5) Uani 1 1 d D . .
H33A H 1.3423 0.0540 0.4939 0.165 Uiso 1 1 calc R . .
H33B H 1.3271 -0.0789 0.4864 0.165 Uiso 1 1 calc R . .
C34 C 1.4199(9) -0.0091(13) 0.4234(5) 0.140(5) Uani 1 1 d D . .
H34A H 1.4557 -0.0838 0.4239 0.167 Uiso 1 1 calc R . .
H34B H 1.4783 0.0468 0.4359 0.167 Uiso 1 1 calc R . .
C35 C 1.3694(6) 0.0172(6) 0.3622(3) 0.111(4) Uani 1 1 d D . .
H35A H 1.4127 0.0766 0.3437 0.133 Uiso 1 1 calc R . .
H35B H 1.3676 -0.0500 0.3367 0.133 Uiso 1 1 calc R . .
C41 C 1.3445(6) 0.1288(6) 0.1963(3) 0.114(4) Uani 1 1 d RD . .
H41A H 1.4190 0.1382 0.2174 0.171 Uiso 1 1 calc R . .
H41B H 1.3529 0.1125 0.1545 0.171 Uiso 1 1 calc R . .
H41C H 1.3052 0.0669 0.2140 0.171 Uiso 1 1 calc R . .
C42 C 1.3267(9) 0.3813(8) 0.1612(4) 0.126(4) Uani 1 1 d D . .
H42A H 1.2818 0.4492 0.1644 0.189 Uiso 1 1 calc R . .
H42B H 1.3290 0.3612 0.1193 0.189 Uiso 1 1 calc R . .
H42C H 1.4034 0.3944 0.1788 0.189 Uiso 1 1 calc R . .
C43 C 1.1162(6) 0.2391(9) 0.1614(3) 0.094(3) Uani 1 1 d D . .
H43A H 1.0709 0.3070 0.1636 0.141 Uiso 1 1 calc R . .
H43B H 1.0783 0.1769 0.1798 0.141 Uiso 1 1 calc R . .
H43C H 1.1253 0.2213 0.1198 0.141 Uiso 1 1 calc R . .
C51 C 0.8940(8) 0.4062(7) 0.4288(4) 0.113(4) Uani 1 1 d D . .
H51A H 0.9421 0.4317 0.4634 0.170 Uiso 1 1 calc R . .
H51B H 0.8183 0.3910 0.4407 0.170 Uiso 1 1 calc R . .
H51C H 0.8902 0.4644 0.3983 0.170 Uiso 1 1 calc R . .
C52 C 0.8592(6) 0.2297(8) 0.3305(4) 0.100(4) Uani 1 1 d D . .
H52A H 0.8614 0.2868 0.2995 0.150 Uiso 1 1 calc R . .
H52B H 0.7820 0.2220 0.3419 0.150 Uiso 1 1 calc R . .
H52C H 0.8845 0.1581 0.3153 0.150 Uiso 1 1 calc R . .
C53 C 0.9462(9) 0.1553(9) 0.4547(5) 0.151(5) Uani 1 1 d D . .
H53A H 0.9954 0.1726 0.4903 0.226 Uiso 1 1 calc R . .
H53B H 0.9699 0.0848 0.4376 0.226 Uiso 1 1 calc R . .
H53C H 0.8684 0.1485 0.4652 0.226 Uiso 1 1 calc R . .
Li Li 1.1574(10) 0.1592(12) 0.3224(5) 0.058(4) Uani 1 1 d 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'
N N 0.0061 0.0033 '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'
Si Si 0.0817 0.0704 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 '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_3
Mg Br Li 150.3(3) 2_755
N1 Si1 C43 107.0(3) .
N1 Si1 C41 111.1(3) .
C43 Si1 C41 107.7(4) .
N1 Si1 C42 114.7(4) .
C43 Si1 C42 105.4(4) .
C41 Si1 C42 110.5(4) .
N2 Si2 C52 106.4(4) .
N2 Si2 C53 115.3(4) .
C52 Si2 C53 106.0(5) .
N2 Si2 C51 112.8(4) .
C52 Si2 C51 107.0(4) .
C53 Si2 C51 108.8(5) .
N1 Mg N2 87.3(3) .
N1 Mg O2 106.8(3) .
N2 Mg O2 108.6(3) .
N1 Mg Br 127.7(2) .
N2 Mg Br 125.1(2) .
O2 Mg Br 100.1(2) .
C1 N1 Si1 123.4(5) .
C1 N1 Mg 104.9(5) .
Si1 N1 Mg 121.9(3) .
C1 N1 Li 95.5(6) .
Si1 N1 Li 114.2(5) .
Mg N1 Li 88.7(4) .
C7 N2 Si2 123.9(5) .
C7 N2 Mg 104.0(5) .
Si2 N2 Mg 120.1(3) .
C7 N2 Li 95.9(6) .
Si2 N2 Li 116.8(5) .
Mg N2 Li 88.2(4) .
N1 C1 C2 122.4(9) .
N1 C1 C6 121.9(7) .
C2 C1 C6 115.6(8) .
C3 C2 C1 124.4(10) .
C4 C3 C2 120.0(10) .
C3 C4 C5 120.8(10) .
C10 C5 C4 117.6(10) .
C10 C5 C6 122.0(10) .
C4 C5 C6 120.4(10) .
C5 C6 C1 118.8(8) .
C5 C6 C7 117.1(8) .
C1 C6 C7 124.2(7) .
N2 C7 C8 122.8(8) .
N2 C7 C6 122.5(7) .
C8 C7 C6 114.7(8) .
C9 C8 C7 127.1(10) .
C10 C9 C8 119.0(11) .
C9 C10 C5 119.9(10) .
C22 O2 C25 107.8(8) .
C22 O2 Mg 126.6(7) .
C25 O2 Mg 124.2(7) .
O2 C22 C23 103.1(9) .
O2 C22 C23' 111.4(17) .
C23 C22 C23' 45.4(16) .
C22 C23 C24 111.0(11) .
C25 C24 C23 103.8(11) .
C24' C23' C22 98(2) .
C25 C24' C23' 117(2) .
C24' C25 O2 100.5(16) .
C24' C25 C24 43.6(17) .
O2 C25 C24 107.0(9) .
C35 O3 C32 108.7(7) .
C35 O3 Li 129.2(6) .
C32 O3 Li 122.0(7) .
O3 C32 C33 105.9(8) .
C34 C33 C32 106.0(9) .
C33 C34 C35 108.7(8) .
O3 C35 C34 104.4(6) .
O3 Li N2 113.8(6) .
O3 Li N1 117.7(6) .
N2 Li N1 83.8(6) .
O3 Li Br 89.4(6) 2_745
N2 Li Br 129.7(5) 2_745
N1 Li Br 125.4(5) 2_745
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br Mg 2.469(3) .
Br Li 2.717(14) 2_755
Si1 N1 1.742(5) .
Si1 C43 1.865(6) .
Si1 C41 1.860(6) .
Si1 C42 1.870(6) .
Si2 N2 1.738(6) .
Si2 C52 1.867(6) .
Si2 C53 1.873(7) .
Si2 C51 1.877(7) .
Mg N1 2.031(6) .
Mg N2 2.047(6) .
Mg O2 2.042(7) .
N1 C1 1.395(9) .
N1 Li 2.107(12) .
N2 C7 1.379(9) .
N2 Li 2.108(12) .
C1 C2 1.385(11) .
C1 C6 1.468(10) .
C2 C3 1.380(12) .
C3 C4 1.346(12) .
C4 C5 1.397(12) .
C5 C10 1.401(12) .
C5 C6 1.420(10) .
C6 C7 1.484(10) .
C7 C8 1.369(10) .
C8 C9 1.364(12) .
C9 C10 1.341(13) .
O2 C22 1.440(8) .
O2 C25 1.443(8) .
C22 C23 1.482(11) .
C22 C23' 1.456(13) .
C23 C24 1.443(13) .
C24 C25 1.469(10) .
C23' C24' 1.436(16) .
C24' C25 1.464(13) .
O3 C35 1.439(7) .
O3 C32 1.428(8) .
O3 Li 1.934(14) .
C32 C33 1.463(10) .
C33 C34 1.453(11) .
C34 C35 1.468(9) .
Li Br 2.717(14) 2_745
