#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:19:54 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180178 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/74/7107499.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_7107499
loop_
_publ_author_name
'Wuming Yan'
'Xiaohan Ye'
'Keith Weise'
'Jeffrey L. Petersen'
'Xiaodong Shi'
_publ_section_title
;
 Synthesis of allene triazole through iron catalyzed regioselective
 addition to propargyl alcohols
;
_journal_name_full               Chem.Commun.
_journal_page_first              3521
_journal_paper_doi               10.1039/c2cc17522c
_journal_volume                  48
_journal_year                    2012
_chemical_formula_sum            'C25 H25 N3 O Si'
_chemical_formula_weight         411.57
_chemical_name_systematic
;
?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.454(1)
_cell_angle_beta                 89.929(1)
_cell_angle_gamma                72.667(1)
_cell_formula_units_Z            2
_cell_length_a                   8.5226(7)
_cell_length_b                   10.4959(8)
_cell_length_c                   14.8144(12)
_cell_measurement_reflns_used    4719
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.51
_cell_volume                     1192.89(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8527
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.9883
_exptl_absorpt_correction_T_min  0.9543
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         5346
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0516
_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)+(0.0796P)²+0.1133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1444
_refine_ls_wR_factor_ref         0.1586
_reflns_number_gt                4005
_reflns_number_total             5346
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc17522c.txt
_cod_data_source_block           xs26ccd
_cod_original_cell_volume        1192.89(16)
_cod_original_sg_symbol_H-M      P
_cod_database_code               7107499
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
Si1 Si 0.31589(9) 0.23189(6) 0.12235(4) 0.0819(2) Uani 1 1 d .
O1 O 0.31903(16) 0.60222(13) 0.37994(9) 0.0724(3) Uani 1 1 d .
N1 N 0.30186(14) 0.17506(12) 0.32521(9) 0.0516(3) Uani 1 1 d .
N2 N 0.22977(18) 0.07818(14) 0.31846(11) 0.0650(4) Uani 1 1 d .
N3 N 0.19489(19) 0.01380(15) 0.40230(12) 0.0724(4) Uani 1 1 d .
C1 C 0.24391(19) 0.06744(17) 0.46692(13) 0.0605(4) Uani 1 1 d .
C2 C 0.2308(3) 0.0342(2) 0.56504(15) 0.0796(5) Uani 1 1 d .
H2B H 0.1813 -0.0329 0.5974 0.096 Uiso 1 1 calc R
C3 C 0.2935(3) 0.1039(3) 0.61123(15) 0.0868(6) Uani 1 1 d .
H3B H 0.2888 0.0826 0.6769 0.104 Uiso 1 1 calc R
C4 C 0.3653(3) 0.2076(2) 0.56241(14) 0.0816(5) Uani 1 1 d .
H4A H 0.4071 0.2527 0.5968 0.098 Uiso 1 1 calc R
C5 C 0.3756(2) 0.2442(2) 0.46571(12) 0.0651(4) Uani 1 1 d .
H5A H 0.4216 0.3139 0.4334 0.078 Uiso 1 1 calc R
C6 C 0.31334(16) 0.17114(15) 0.41848(11) 0.0514(3) Uani 1 1 d .
C7 C 0.33779(18) 0.26653(16) 0.23898(11) 0.0531(3) Uani 1 1 d .
C8 C 0.37621(18) 0.37746(16) 0.24069(11) 0.0530(3) Uani 1 1 d .
C9 C 0.41277(17) 0.49217(15) 0.23699(10) 0.0496(3) Uani 1 1 d .
C10 C 0.58680(18) 0.48930(16) 0.25388(11) 0.0537(3) Uani 1 1 d .
C11 C 0.7116(2) 0.3634(2) 0.2901(2) 0.0900(7) Uani 1 1 d .
H11A H 0.6877 0.2789 0.3031 0.108 Uiso 1 1 calc R
C12 C 0.8721(3) 0.3598(3) 0.3074(3) 0.1235(11) Uani 1 1 d .
H12A H 0.9548 0.2732 0.3326 0.148 Uiso 1 1 calc R
C13 C 0.9105(3) 0.4826(3) 0.2878(2) 0.1089(9) Uani 1 1 d .
H13A H 1.0189 0.4799 0.2990 0.131 Uiso 1 1 calc R
C14 C 0.7893(3) 0.6080(3) 0.25205(18) 0.0902(7) Uani 1 1 d .
H14A H 0.8148 0.6920 0.2384 0.108 Uiso 1 1 calc R
C15 C 0.6269(2) 0.6125(2) 0.23553(14) 0.0693(5) Uani 1 1 d .
H15A H 0.5445 0.6995 0.2119 0.083 Uiso 1 1 calc R
C16 C 0.27648(18) 0.62888(15) 0.21836(11) 0.0531(3) Uani 1 1 d .
C17 C 0.1909(2) 0.70376(19) 0.12839(13) 0.0707(5) Uani 1 1 d .
H17A H 0.2179 0.6685 0.0783 0.085 Uiso 1 1 calc R
C18 C 0.0655(3) 0.8307(2) 0.11219(17) 0.0852(6) Uani 1 1 d .
H18A H 0.0082 0.8797 0.0517 0.102 Uiso 1 1 calc R
C19 C 0.0266(2) 0.8834(2) 0.18564(18) 0.0820(6) Uani 1 1 d .
H19A H -0.0560 0.9695 0.1742 0.098 Uiso 1 1 calc R
C20 C 0.1075(2) 0.81108(19) 0.27586(15) 0.0695(5) Uani 1 1 d .
H20A H 0.0793 0.8477 0.3253 0.083 Uiso 1 1 calc R
C21 C 0.23175(19) 0.68301(16) 0.29294(12) 0.0568(4) Uani 1 1 d .
C22 C 0.2584(3) 0.6344(2) 0.46253(15) 0.0899(6) Uani 1 1 d .
H22A H 0.3261 0.5654 0.5189 0.135 Uiso 1 1 calc R
H22B H 0.1466 0.6328 0.4662 0.135 Uiso 1 1 calc R
H22C H 0.2619 0.7268 0.4581 0.135 Uiso 1 1 calc R
C23 C 0.4224(4) 0.0434(3) 0.1355(2) 0.1206(10) Uani 1 1 d .
H23A H 0.4037 0.0279 0.0765 0.181 Uiso 1 1 calc R
H23B H 0.3796 -0.0165 0.1858 0.181 Uiso 1 1 calc R
H23C H 0.5389 0.0215 0.1510 0.181 Uiso 1 1 calc R
C24 C 0.0905(4) 0.2799(4) 0.0862(2) 0.1379(12) Uani 1 1 d .
H24A H 0.0749 0.2755 0.0233 0.207 Uiso 1 1 calc R
H24B H 0.0353 0.3742 0.0861 0.207 Uiso 1 1 calc R
H24C H 0.0452 0.2148 0.1308 0.207 Uiso 1 1 calc R
C25 C 0.4066(6) 0.3529(4) 0.0349(2) 0.1614(16) Uani 1 1 d .
H25A H 0.3964 0.3424 -0.0266 0.242 Uiso 1 1 calc R
H25B H 0.5213 0.3303 0.0556 0.242 Uiso 1 1 calc R
H25C H 0.3492 0.4488 0.0305 0.242 Uiso 1 1 calc R
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
C25 Si1 C23 111.90(17)
C25 Si1 C24 110.05(19)
C23 Si1 C24 110.39(15)
C25 Si1 C7 105.33(10)
C23 Si1 C7 111.40(11)
C24 Si1 C7 107.57(12)
C21 O1 C22 118.19(15)
N2 N1 C6 109.52(12)
N2 N1 C7 118.24(12)
C6 N1 C7 131.99(12)
N3 N2 N1 109.15(13)
N2 N3 C1 108.60(13)
N3 C1 C6 108.62(15)
N3 C1 C2 130.27(16)
C6 C1 C2 121.11(17)
C3 C2 C1 117.10(18)
C2 C3 C4 121.75(19)
C5 C4 C3 121.98(19)
C4 C5 C6 116.26(16)
N1 C6 C1 104.11(13)
N1 C6 C5 134.12(14)
C1 C6 C5 121.77(15)
C8 C7 N1 119.49(13)
C8 C7 Si1 120.88(12)
N1 C7 Si1 119.51(10)
C7 C8 C9 176.68(16)
C8 C9 C10 121.86(14)
C8 C9 C16 119.40(13)
C10 C9 C16 118.72(12)
C11 C10 C15 117.76(15)
C11 C10 C9 120.84(14)
C15 C10 C9 121.39(15)
C10 C11 C12 121.2(2)
C13 C12 C11 120.4(2)
C14 C13 C12 119.40(19)
C13 C14 C15 120.51(19)
C10 C15 C14 120.69(19)
C17 C16 C21 118.52(15)
C17 C16 C9 121.50(15)
C21 C16 C9 119.97(13)
C16 C17 C18 120.79(19)
C19 C18 C17 119.70(19)
C18 C19 C20 120.98(18)
C19 C20 C21 119.65(18)
O1 C21 C20 124.38(16)
O1 C21 C16 115.29(14)
C20 C21 C16 120.33(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si1 C25 1.851(3)
Si1 C23 1.860(3)
Si1 C24 1.867(3)
Si1 C7 1.8955(15)
O1 C21 1.366(2)
O1 C22 1.427(2)
N1 N2 1.3633(16)
N1 C6 1.3721(19)
N1 C7 1.4287(19)
N2 N3 1.293(2)
N3 C1 1.376(2)
C1 C6 1.391(2)
C1 C2 1.395(3)
C2 C3 1.357(3)
C3 C4 1.406(3)
C4 C5 1.370(3)
C5 C6 1.394(2)
C7 C8 1.3075(19)
C8 C9 1.316(2)
C9 C10 1.494(2)
C9 C16 1.497(2)
C10 C11 1.370(3)
C10 C15 1.380(2)
C11 C12 1.379(3)
C12 C13 1.365(4)
C13 C14 1.352(4)
C14 C15 1.390(3)
C16 C17 1.386(2)
C16 C21 1.399(2)
C17 C18 1.387(3)
C18 C19 1.369(3)
C19 C20 1.372(3)
C20 C21 1.389(2)
