#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2005265.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2005265 loop_ _publ_author_name 'B\"ocskei, Z.' 'Rohonczy, J.' 'Szalay, R.' 'Knausz, D.' _publ_section_title ; Two N-Aryl-Substituted Silyl Carbamates ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2063 _journal_page_last 2066 _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C10 H14 Br1 N1 O2 Si1' _chemical_formula_sum 'C10 H14 Br N O2 Si' _chemical_formula_weight 288.22 _chemical_melting_point .367E-305 _chemical_name_systematic ; trimethylsilyl N-p-bromo phenyl carbamate ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 10.303(2) _cell_length_b 23.585(3) _cell_length_c 5.335(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 55.76 _cell_measurement_theta_min 28.10 _cell_volume 1296.4(8) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN PROCESS (Molecular Structure Corporation, 1985, 1992)' _computing_publication_material 'TEXSAN FINISH' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Rigaku AFC-6S' _diffrn_measurement_method '\w scans with profile analysis' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 1533 _diffrn_reflns_theta_max 75.10 _diffrn_reflns_theta_min 3.75 _diffrn_standards_decay_% 0.54 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 5.079 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_type '\y scan' _exptl_crystal_colour transparent _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 584 _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.309 _refine_diff_density_min -0.559 _refine_ls_abs_structure_details 'Flack (1983) parameter = 0.56(7)' _refine_ls_abs_structure_Flack 0.56(7) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.098 _refine_ls_goodness_of_fit_obs 1.060 _refine_ls_hydrogen_treatment refU _refine_ls_matrix_type full _refine_ls_number_parameters 138 _refine_ls_number_reflns 1531 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.109 _refine_ls_restrained_S_obs 1.060 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_obs 0.0417 _refine_ls_shift/esd_max 0.004 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.0429P)^2^ + 1.9005P] where P = (F~o~^2^ + 2Fc^2^)/3 ; _refine_ls_wR_factor_all 0.1257 _refine_ls_wR_factor_obs 0.0985 _reflns_number_observed 1072 _reflns_number_total 1533 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file ka1195.cif _[local]_cod_data_source_block 1 _cod_original_cell_volume 1296.3(9) _cod_database_code 2005265 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br1 0.0586(5) 0.0888(6) 0.1353(10) -0.0294(5) 0.0090(7) -0.0063(8) Si1 0.0459(9) 0.0580(11) 0.0536(11) -0.0086(9) 0.0007(10) 0.0026(11) O9 0.042(2) 0.074(3) 0.052(3) -0.015(2) -0.005(2) 0.001(3) O13 0.047(3) 0.085(4) 0.047(3) -0.015(3) -0.009(2) -0.001(3) N7 0.043(3) 0.062(3) 0.048(3) -0.016(3) -0.003(3) 0.012(3) C1 0.044(3) 0.039(3) 0.045(4) -0.001(2) -0.001(3) 0.008(3) C2 0.043(3) 0.060(4) 0.066(5) -0.002(3) -0.009(4) 0.013(4) C3 0.040(3) 0.077(5) 0.054(4) -0.001(3) -0.010(4) 0.002(4) C4 0.044(3) 0.053(4) 0.074(5) -0.008(3) 0.003(4) -0.009(4) C5 0.069(5) 0.045(4) 0.087(7) -0.010(4) 0.009(5) 0.008(5) C6 0.063(4) 0.054(4) 0.051(4) -0.005(3) -0.008(4) 0.006(4) C8 0.041(3) 0.054(4) 0.062(5) -0.004(3) -0.015(4) 0.003(4) C10 0.055(4) 0.090(6) 0.085(7) -0.024(4) 0.002(5) 0.001(5) C11 0.067(4) 0.075(5) 0.059(5) 0.006(4) -0.004(5) 0.005(5) C12 0.091(6) 0.069(5) 0.061(6) 0.007(4) 0.002(6) 0.015(6) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Br1 0.40627(9) 0.51255(4) 0.1097(3) 0.0943(4) Uani d . 1 Br Si1 1.2237(2) 0.69320(8) -0.2377(4) 0.0525(5) Uani d . 1 Si O9 1.1113(4) 0.6712(2) -0.0272(9) 0.0557(13) Uani d . 1 O O13 0.9607(5) 0.6472(2) -0.3141(9) 0.0599(14) Uani d . 1 O N7 0.9269(5) 0.6322(2) 0.1086(13) 0.0512(14) Uani d . 1 N H7 0.9597(5) 0.6382(2) 0.2544(13) 0.073(12) Uiso calc R 1 H C1 0.8040(6) 0.6051(2) 0.0970(14) 0.0426(14) Uani d . 1 C C2 0.7153(6) 0.6152(3) -0.0909(17) 0.057(2) Uani d . 1 C H2 0.7341(6) 0.6406(3) -0.2191(17) 0.073(12) Uiso calc R 1 H C3 0.5975(6) 0.5868(3) -0.0857(16) 0.057(2) Uani d . 1 C H3 0.5382(6) 0.5921(3) -0.2151(16) 0.073(12) Uiso calc R 1 H C4 0.5676(6) 0.5513(3) 0.1073(18) 0.057(2) Uani d . 1 C C5 0.6537(8) 0.5422(3) 0.2967(19) 0.067(2) Uani d . 1 C H5 0.6321(8) 0.5179(3) 0.4274(19) 0.073(12) Uiso calc R 1 H C6 0.7739(8) 0.5691(3) 0.2952(15) 0.056(2) Uani d . 1 C H6 0.8329(8) 0.5631(3) 0.4244(15) 0.073(12) Uiso calc R 1 H C8 0.9968(6) 0.6493(3) -0.0955(16) 0.052(2) Uani d . 1 C C10 1.3613(7) 0.7142(4) -0.0355(19) 0.077(3) Uani d . 1 C H10A 1.3360(7) 0.7457(4) 0.0674(19) 0.102(11) Uiso calc R 1 H H10B 1.4337(7) 0.7249(4) -0.1383(19) 0.102(11) Uiso calc R 1 H H10C 1.3855(7) 0.6828(4) 0.0693(19) 0.102(11) Uiso calc R 1 H C11 1.2712(8) 0.6326(3) -0.4360(16) 0.067(2) Uani d . 1 C H11A 1.3033(8) 0.6025(3) -0.3320(16) 0.102(11) Uiso calc R 1 H H11B 1.3378(8) 0.6443(3) -0.5507(16) 0.102(11) Uiso calc R 1 H H11C 1.1971(8) 0.6195(3) -0.5285(16) 0.102(11) Uiso calc R 1 H C12 1.1593(8) 0.7548(3) -0.4122(17) 0.074(2) Uani d . 1 C H12A 1.1368(8) 0.7844(3) -0.2963(17) 0.102(11) Uiso calc R 1 H H12B 1.0834(8) 0.7436(3) -0.5043(17) 0.102(11) Uiso calc R 1 H H12C 1.2241(8) 0.7685(3) -0.5265(17) 0.102(11) Uiso calc R 1 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0181 0.0091 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O9 Si1 C11 108.9(3) y O9 Si1 C12 109.2(3) y C11 Si1 C12 114.6(4) ? O9 Si1 C10 102.7(3) y C11 Si1 C10 109.8(4) ? C12 Si1 C10 111.0(4) ? C8 O9 Si1 122.7(5) y C8 N7 C1 124.6(7) y C2 C1 C6 120.7(6) ? C2 C1 N7 123.1(6) ? C6 C1 N7 116.1(7) ? C1 C2 C3 118.9(7) ? C4 C3 C2 120.6(7) ? C5 C4 C3 120.7(6) ? C5 C4 Br1 119.3(6) ? C3 C4 Br1 119.9(6) ? C4 C5 C6 120.2(8) ? C5 C6 C1 118.8(7) ? O13 C8 O9 122.8(7) y O13 C8 N7 125.9(6) y O9 C8 N7 111.2(7) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Br1 C4 1.897(6) y Si1 O9 1.695(5) y Si1 C11 1.843(8) y Si1 C12 1.850(8) y Si1 C10 1.848(8) y O9 C8 1.339(7) y O13 C8 1.225(9) y N7 C8 1.366(10) y N7 C1 1.419(7) y C1 C2 1.377(10) ? C1 C6 1.391(10) ? C2 C3 1.387(9) ? C3 C4 1.362(11) ? C4 C5 1.361(12) ? C5 C6 1.392(10) ? 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_publ_flag C11 Si1 O9 C8 -60.0(6) ? C12 Si1 O9 C8 65.7(6) ? C10 Si1 O9 C8 -176.4(5) y C8 N7 C1 C2 -30.9(10) y C8 N7 C1 C6 152.2(7) ? C6 C1 C2 C3 -3.0(11) ? N7 C1 C2 C3 -179.8(7) ? C1 C2 C3 C4 2.7(12) ? C2 C3 C4 C5 -1.1(12) ? C2 C3 C4 Br1 -179.6(6) ? C3 C4 C5 C6 -0.1(12) ? Br1 C4 C5 C6 178.4(6) ? C4 C5 C6 C1 -0.3(12) ? C2 C1 C6 C5 1.8(11) ? N7 C1 C6 C5 178.8(7) ? Si1 O9 C8 O13 -5.5(10) y Si1 O9 C8 N7 176.8(4) y C1 N7 C8 O13 5.1(11) y C1 N7 C8 O9 -177.3(6) y