#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519270.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_1519270
loop_
_publ_author_name
'Gelbrich, Thomas'
'Peron, G.'
'Hursthouse, Michael B.'
'Kilburn, Jeremy D.'
_publ_section_title
;
 4-Nitrobenzoic acid
 2-[4-(hydroxy-dimethyl-silanyl)-1-methyl-3-methylene-4-
 phenyl-cyclohexyloxy]-ethyl ester
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              534
_journal_year                    2000
_chemical_formula_sum            'C25 H31 N O6 Si'
_chemical_formula_weight         469.60
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                104.3760(17)
_cell_angle_beta                 91.5070(15)
_cell_angle_gamma                90.616(2)
_cell_formula_units_Z            2
_cell_length_a                   7.9022(3)
_cell_length_b                   10.6116(4)
_cell_length_c                   15.3911(8)
_cell_measurement_reflns_used    12650
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.91
_cell_volume                     1249.58(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.948
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type
'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_sigmaI/netI    0.1361
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9691
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_correction_T_min  0.9828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.541
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0080(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.220
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4205
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.277
_refine_ls_R_factor_all          0.2022
_refine_ls_R_factor_gt           0.0727
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0011P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1274
_reflns_number_gt                1679
_reflns_number_total             4205
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-534.cif
_cod_data_source_block           s92
_cod_depositor_comments
;
Citation :
Gelbrich, Thomas and Peron, G. and Hursthouse, Michael B. and 
Kilburn, Jeremy D. (2000) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/534)

More at:
http://ecrystals.chem.soton.ac.uk/534/
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519270
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Si1 Si 0.47150(13) 0.37511(12) 0.28216(9) 0.0712(4) Uani 1 1 d . . .
O10 O 0.5764(3) 0.2867(2) 0.33329(16) 0.0629(7) Uani 1 1 d . . .
H10 H 0.5139 0.2599 0.3667 0.27(4) Uiso 1 1 calc R . .
O1 O 0.7649(3) 0.7546(3) 0.21972(18) 0.0652(8) Uani 1 1 d . . .
O2 O 0.5244(4) 0.9307(2) 0.32545(18) 0.0736(8) Uani 1 1 d . . .
O3 O 0.3031(3) 0.9462(3) 0.2369(2) 0.0951(11) Uani 1 1 d . . .
O4 O -0.0080(6) 0.7582(5) 0.6187(4) 0.190(2) Uani 1 1 d U . .
O5 O -0.2199(5) 0.7662(4) 0.5358(3) 0.1454(16) Uani 1 1 d . . .
N1 N -0.0696(7) 0.7746(5) 0.5518(3) 0.1211(17) Uani 1 1 d . . .
C1 C 0.2994(4) 0.2719(4) 0.2170(3) 0.0972(16) Uani 1 1 d . . .
H1A H 0.3466 0.1960 0.1784 0.146 Uiso 1 1 calc R . .
H1B H 0.2387 0.3200 0.1814 0.146 Uiso 1 1 calc R . .
H1C H 0.2234 0.2460 0.2574 0.146 Uiso 1 1 calc R . .
C2 C 0.3903(5) 0.5109(4) 0.3687(3) 0.1095(17) Uani 1 1 d . . .
H2A H 0.4835 0.5603 0.4022 0.164 Uiso 1 1 calc R . .
H2B H 0.3210 0.4774 0.4084 0.164 Uiso 1 1 calc R . .
H2C H 0.3240 0.5659 0.3407 0.164 Uiso 1 1 calc R . .
C3 C 0.6305(4) 0.4270(4) 0.2073(3) 0.0542(10) Uani 1 1 d . . .
C4 C 0.6947(5) 0.3019(4) 0.1463(3) 0.0549(10) Uani 1 1 d . . .
C5 C 0.8266(5) 0.2320(4) 0.1717(3) 0.0613(11) Uani 1 1 d . . .
H5 H 0.8827 0.2647 0.2267 0.074 Uiso 1 1 calc R . .
C6 C 0.8770(5) 0.1147(5) 0.1170(4) 0.0742(13) Uani 1 1 d . . .
H6 H 0.9669 0.0708 0.1355 0.089 Uiso 1 1 calc R . .
C7 C 0.7964(6) 0.0633(4) 0.0369(4) 0.0756(13) Uani 1 1 d . . .
H7 H 0.8299 -0.0160 0.0011 0.091 Uiso 1 1 calc R . .
C8 C 0.6655(6) 0.1285(5) 0.0091(3) 0.0817(14) Uani 1 1 d . . .
H8 H 0.6107 0.0943 -0.0461 0.098 Uiso 1 1 calc R . .
C9 C 0.6143(5) 0.2476(5) 0.0645(3) 0.0733(12) Uani 1 1 d . . .
H9 H 0.5242 0.2909 0.0455 0.088 Uiso 1 1 calc R . .
C10 C 0.5578(5) 0.5166(4) 0.1543(3) 0.0585(12) Uani 1 1 d . . .
C11 C 0.6827(4) 0.5658(4) 0.0968(3) 0.0651(11) Uani 1 1 d . . .
H11A H 0.6250 0.6212 0.0645 0.078 Uiso 1 1 calc R . .
H11B H 0.7277 0.4926 0.0532 0.078 Uiso 1 1 calc R . .
C12 C 0.8282(5) 0.6425(4) 0.1544(3) 0.0687(12) Uani 1 1 d . . .
C13 C 0.9060(4) 0.5585(4) 0.2097(3) 0.0700(12) Uani 1 1 d . . .
H13A H 0.9944 0.6084 0.2487 0.084 Uiso 1 1 calc R . .
H13B H 0.9587 0.4851 0.1699 0.084 Uiso 1 1 calc R . .
C14 C 0.7790(4) 0.5065(3) 0.2680(3) 0.0726(13) Uani 1 1 d . . .
H14A H 0.7327 0.5789 0.3119 0.087 Uiso 1 1 calc R . .
H14B H 0.8372 0.4509 0.3000 0.087 Uiso 1 1 calc R . .
C15 C 0.4027(7) 0.5515(5) 0.1496(3) 0.1257(19) Uani 1 1 d . . .
H15A H 0.3204 0.5204 0.1815 0.188 Uiso 1 1 calc R . .
H15B H 0.3730 0.6078 0.1143 0.188 Uiso 1 1 calc R . .
C16 C 0.9593(5) 0.6859(4) 0.0952(3) 0.0916(15) Uani 1 1 d . . .
H16A H 1.0470 0.7371 0.1325 0.137 Uiso 1 1 calc R . .
H16B H 0.9049 0.7371 0.0595 0.137 Uiso 1 1 calc R . .
H16C H 1.0078 0.6107 0.0565 0.137 Uiso 1 1 calc R . .
C17 C 0.6694(5) 0.8456(4) 0.1842(3) 0.0721(12) Uani 1 1 d . . .
H17A H 0.5638 0.8054 0.1568 0.086 Uiso 1 1 calc R . .
H17B H 0.7332 0.8726 0.1387 0.086 Uiso 1 1 calc R . .
C18 C 0.6342(5) 0.9615(4) 0.2599(3) 0.0779(13) Uani 1 1 d . . .
H18A H 0.7406 0.9966 0.2894 0.093 Uiso 1 1 calc R . .
H18B H 0.5824 1.0282 0.2355 0.093 Uiso 1 1 calc R . .
C19 C 0.3607(6) 0.9250(4) 0.3043(3) 0.0707(13) Uani 1 1 d . . .
C20 C 0.3196(5) 0.8606(4) 0.4483(4) 0.0786(13) Uani 1 1 d . . .
H20 H 0.4362 0.8657 0.4587 0.094 Uiso 1 1 calc R . .
C21 C 0.2169(7) 0.8232(4) 0.5092(3) 0.0845(14) Uani 1 1 d . . .
H21 H 0.2614 0.8053 0.5613 0.101 Uiso 1 1 calc R . .
C22 C 0.0474(7) 0.8137(4) 0.4893(4) 0.0793(13) Uani 1 1 d . . .
C23 C -0.0255(5) 0.8418(4) 0.4159(4) 0.0825(14) Uani 1 1 d . . .
H23 H -0.1423 0.8359 0.4062 0.099 Uiso 1 1 calc R . .
C24 C 0.0805(5) 0.8800(4) 0.3548(3) 0.0734(13) Uani 1 1 d . . .
H24 H 0.0351 0.8981 0.3029 0.088 Uiso 1 1 calc R . .
C25 C 0.2523(5) 0.8904(3) 0.3727(3) 0.0636(12) 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 0.0000 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'
O O 0.0106 0.0060 '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'
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
O10 Si1 C2 106.73(18) . .
O10 Si1 C1 107.07(17) . .
C2 Si1 C1 112.1(2) . .
O10 Si1 C3 104.44(15) . .
C2 Si1 C3 113.66(18) . .
C1 Si1 C3 112.16(18) . .
Si1 O10 H10 109.5 . .
C17 O1 C12 116.3(3) . .
C19 O2 C18 115.6(3) . .
O4 N1 O5 122.9(6) . .
O4 N1 C22 116.3(5) . .
O5 N1 C22 120.8(5) . .
Si1 C1 H1A 109.5 . .
Si1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
Si1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
Si1 C2 H2A 109.5 . .
Si1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
Si1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C10 C3 C4 111.8(3) . .
C10 C3 C14 105.9(3) . .
C4 C3 C14 111.2(3) . .
C10 C3 Si1 113.2(2) . .
C4 C3 Si1 106.0(2) . .
C14 C3 Si1 108.8(3) . .
C9 C4 C5 116.6(4) . .
C9 C4 C3 120.5(4) . .
C5 C4 C3 122.7(4) . .
C6 C5 C4 121.7(4) . .
C6 C5 H5 119.1 . .
C4 C5 H5 119.1 . .
C7 C6 C5 120.7(4) . .
C7 C6 H6 119.7 . .
C5 C6 H6 119.7 . .
C6 C7 C8 119.8(4) . .
C6 C7 H7 120.1 . .
C8 C7 H7 120.1 . .
C7 C8 C9 119.6(4) . .
C7 C8 H8 120.2 . .
C9 C8 H8 120.2 . .
C4 C9 C8 121.6(4) . .
C4 C9 H9 119.2 . .
C8 C9 H9 119.2 . .
C15 C10 C3 128.0(4) . .
C15 C10 C11 116.9(4) . .
C3 C10 C11 115.0(3) . .
C10 C11 C12 111.0(3) . .
C10 C11 H11A 109.4 . .
C12 C11 H11A 109.4 . .
C10 C11 H11B 109.4 . .
C12 C11 H11B 109.4 . .
H11A C11 H11B 108.0 . .
O1 C12 C13 104.8(3) . .
O1 C12 C11 110.8(3) . .
C13 C12 C11 108.4(3) . .
O1 C12 C16 110.5(3) . .
C13 C12 C16 111.6(3) . .
C11 C12 C16 110.7(4) . .
C12 C13 C14 114.3(3) . .
C12 C13 H13A 108.7 . .
C14 C13 H13A 108.7 . .
C12 C13 H13B 108.7 . .
C14 C13 H13B 108.7 . .
H13A C13 H13B 107.6 . .
C13 C14 C3 110.4(3) . .
C13 C14 H14A 109.6 . .
C3 C14 H14A 109.6 . .
C13 C14 H14B 109.6 . .
C3 C14 H14B 109.6 . .
H14A C14 H14B 108.1 . .
C10 C15 H15A 120.0 . .
C10 C15 H15B 120.0 . .
H15A C15 H15B 120.0 . .
C12 C16 H16A 109.5 . .
C12 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C12 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O1 C17 C18 108.4(3) . .
O1 C17 H17A 110.0 . .
C18 C17 H17A 110.0 . .
O1 C17 H17B 110.0 . .
C18 C17 H17B 110.0 . .
H17A C17 H17B 108.4 . .
O2 C18 C17 113.0(3) . .
O2 C18 H18A 109.0 . .
C17 C18 H18A 109.0 . .
O2 C18 H18B 109.0 . .
C17 C18 H18B 109.0 . .
H18A C18 H18B 107.8 . .
O3 C19 O2 123.8(4) . .
O3 C19 C25 122.3(4) . .
O2 C19 C25 113.9(4) . .
C25 C20 C21 121.2(4) . .
C25 C20 H20 119.4 . .
C21 C20 H20 119.4 . .
C22 C21 C20 116.9(4) . .
C22 C21 H21 121.6 . .
C20 C21 H21 121.6 . .
C23 C22 C21 124.4(4) . .
C23 C22 N1 116.0(5) . .
C21 C22 N1 119.6(5) . .
C22 C23 C24 118.1(4) . .
C22 C23 H23 121.0 . .
C24 C23 H23 121.0 . .
C25 C24 C23 119.1(4) . .
C25 C24 H24 120.5 . .
C23 C24 H24 120.5 . .
C20 C25 C24 120.4(4) . .
C20 C25 C19 122.1(4) . .
C24 C25 C19 117.4(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O10 1.592(2) .
Si1 C2 1.837(4) .
Si1 C1 1.845(4) .
Si1 C3 1.894(4) .
O10 H10 0.8200 .
O1 C17 1.434(4) .
O1 C12 1.456(4) .
O2 C19 1.323(4) .
O2 C18 1.442(4) .
O3 C19 1.195(4) .
O4 N1 1.179(5) .
O5 N1 1.205(5) .
N1 C22 1.480(6) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2C 0.9600 .
C3 C10 1.506(5) .
C3 C4 1.523(5) .
C3 C14 1.579(4) .
C4 C9 1.383(5) .
C4 C5 1.389(5) .
C5 C6 1.387(5) .
C5 H5 0.9300 .
C6 C7 1.356(5) .
C6 H6 0.9300 .
C7 C8 1.368(5) .
C7 H7 0.9300 .
C8 C9 1.408(6) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C10 C15 1.290(5) .
C10 C11 1.515(5) .
C11 C12 1.529(5) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.503(5) .
C12 C16 1.537(5) .
C13 C14 1.548(5) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 H15A 0.9300 .
C15 H15B 0.9300 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 C18 1.503(5) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C25 1.486(5) .
C20 C25 1.375(5) .
C20 C21 1.383(5) .
C20 H20 0.9300 .
C21 C22 1.363(5) .
C21 H21 0.9300 .
C22 C23 1.354(5) .
C23 C24 1.406(5) .
C23 H23 0.9300 .
C24 C25 1.377(5) .
C24 H24 0.9300 .
