#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:19:54 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180178 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/74/7107498.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_7107498
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            'C24 H23 N3 Si'
_chemical_formula_weight         381.54
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 96.6150(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.8513(12)
_cell_length_b                   10.3795(8)
_cell_length_c                   12.6903(9)
_cell_measurement_reflns_used    8095
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.30
_cell_volume                     2204.9(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.0338
_diffrn_reflns_av_sigmaI/netI    0.0498
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14902
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.31
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  0.9696
_exptl_absorpt_correction_T_min  0.9404
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         5002
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0760P)²+0.2277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1352
_refine_ls_wR_factor_ref         0.1464
_reflns_number_gt                3929
_reflns_number_total             5002
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc17522c.txt
_cod_data_source_block           xs20ccd
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7107498
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
Si1 Si 0.08516(2) 0.37154(5) 0.71530(3) 0.05665(16) Uani 1 1 d .
N1 N 0.15860(7) 0.15401(12) 0.62421(9) 0.0497(3) Uani 1 1 d .
N2 N 0.09325(8) 0.08931(15) 0.65162(11) 0.0648(4) Uani 1 1 d .
N3 N 0.09621(9) -0.02963(15) 0.62116(12) 0.0707(4) Uani 1 1 d .
C1 C 0.16771(8) 0.28691(14) 0.65031(10) 0.0506(3) Uani 1 1 d .
C2 C 0.23352(9) 0.34706(15) 0.63368(12) 0.0540(3) Uani 1 1 d .
C3 C 0.29746(8) 0.41434(14) 0.61872(11) 0.0523(3) Uani 1 1 d .
C4 C 0.30431(9) 0.47530(14) 0.51361(11) 0.0535(3) Uani 1 1 d .
C5 C 0.23665(10) 0.50351(17) 0.44370(13) 0.0646(4) Uani 1 1 d .
H5 H 0.1863 0.4889 0.4646 0.078 Uiso 1 1 calc R
C6 C 0.24286(13) 0.5525(2) 0.34425(14) 0.0776(5) Uani 1 1 d .
H6 H 0.1968 0.5706 0.2990 0.093 Uiso 1 1 calc R
C7 C 0.31655(14) 0.5751(2) 0.31101(14) 0.0798(5) Uani 1 1 d .
H7 H 0.3205 0.6072 0.2434 0.096 Uiso 1 1 calc R
C8 C 0.38397(13) 0.5494(2) 0.37880(15) 0.0845(6) Uani 1 1 d .
H8 H 0.4340 0.5649 0.3571 0.101 Uiso 1 1 calc R
C9 C 0.37843(10) 0.5008(2) 0.47910(13) 0.0719(5) Uani 1 1 d .
H9 H 0.4248 0.4849 0.5243 0.086 Uiso 1 1 calc R
C10 C 0.36551(9) 0.42087(17) 0.70487(12) 0.0574(4) Uani 1 1 d .
C11 C 0.40567(11) 0.5352(2) 0.72971(14) 0.0770(5) Uani 1 1 d .
H11 H 0.3901 0.6101 0.6927 0.092 Uiso 1 1 calc R
C12 C 0.46968(14) 0.5382(3) 0.81045(18) 0.1052(9) Uani 1 1 d .
H12 H 0.4968 0.6150 0.8268 0.126 Uiso 1 1 calc R
C13 C 0.49252(13) 0.4284(4) 0.86544(18) 0.1089(10) Uani 1 1 d .
H13 H 0.5356 0.4305 0.9183 0.131 Uiso 1 1 calc R
C14 C 0.45234(14) 0.3159(3) 0.84298(18) 0.1043(8) Uani 1 1 d .
H14 H 0.4676 0.2418 0.8814 0.125 Uiso 1 1 calc R
C15 C 0.38899(11) 0.3113(2) 0.76322(15) 0.0780(5) Uani 1 1 d .
H15 H 0.3619 0.2341 0.7486 0.094 Uiso 1 1 calc R
C16 C 0.11787(15) 0.5416(2) 0.7320(2) 0.0924(6) Uani 1 1 d .
H16A H 0.0810 0.5880 0.7702 0.139 Uiso 1 1 calc R
H16B H 0.1194 0.5803 0.6636 0.139 Uiso 1 1 calc R
H16C H 0.1702 0.5447 0.7709 0.139 Uiso 1 1 calc R
C17 C -0.01009(10) 0.3611(2) 0.62556(15) 0.0779(5) Uani 1 1 d .
H17A H -0.0289 0.2737 0.6231 0.117 Uiso 1 1 calc R
H17B H -0.0012 0.3883 0.5556 0.117 Uiso 1 1 calc R
H17C H -0.0493 0.4159 0.6518 0.117 Uiso 1 1 calc R
C18 C 0.07906(11) 0.2937(2) 0.84593(12) 0.0766(5) Uani 1 1 d .
H18A H 0.0476 0.3463 0.8874 0.115 Uiso 1 1 calc R
H18B H 0.1318 0.2842 0.8825 0.115 Uiso 1 1 calc R
H18C H 0.0546 0.2105 0.8353 0.115 Uiso 1 1 calc R
C19 C 0.20471(8) 0.07152(14) 0.57283(10) 0.0481(3) Uani 1 1 d .
C20 C 0.16442(10) -0.04587(16) 0.57222(12) 0.0587(4) Uani 1 1 d .
C21 C 0.19463(13) -0.15557(18) 0.52699(15) 0.0740(5) Uani 1 1 d .
H21 H 0.1685 -0.2345 0.5272 0.089 Uiso 1 1 calc R
C22 C 0.26446(13) -0.14183(19) 0.48232(15) 0.0768(5) Uani 1 1 d .
H22 H 0.2867 -0.2134 0.4528 0.092 Uiso 1 1 calc R
C23 C 0.30276(11) -0.02308(18) 0.48021(13) 0.0674(4) Uani 1 1 d .
H23 H 0.3491 -0.0175 0.4472 0.081 Uiso 1 1 calc R
C24 C 0.27481(9) 0.08627(16) 0.52495(11) 0.0553(3) Uani 1 1 d .
H24 H 0.3009 0.1651 0.5234 0.066 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'
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
C16 Si1 C18 110.99(11)
C16 Si1 C17 110.45(11)
C18 Si1 C17 112.85(9)
C16 Si1 C1 105.40(9)
C18 Si1 C1 107.65(7)
C17 Si1 C1 109.18(8)
N2 N1 C19 109.34(12)
N2 N1 C1 119.01(11)
C19 N1 C1 131.65(11)
N3 N2 N1 109.38(12)
N2 N3 C20 108.27(13)
C2 C1 N1 119.66(13)
C2 C1 Si1 121.47(12)
N1 C1 Si1 118.81(9)
C1 C2 C3 176.34(16)
C2 C3 C10 119.43(14)
C2 C3 C4 120.18(13)
C10 C3 C4 120.23(12)
C5 C4 C9 117.18(15)
C5 C4 C3 121.08(13)
C9 C4 C3 121.67(15)
C6 C5 C4 121.25(16)
C5 C6 C7 120.70(18)
C8 C7 C6 119.13(17)
C7 C8 C9 120.66(18)
C8 C9 C4 121.07(17)
C11 C10 C15 118.58(17)
C11 C10 C3 121.35(17)
C15 C10 C3 120.06(15)
C10 C11 C12 120.1(2)
C13 C12 C11 120.2(2)
C14 C13 C12 120.2(2)
C13 C14 C15 120.3(3)
C14 C15 C10 120.6(2)
N1 C19 C20 104.24(12)
N1 C19 C24 133.81(14)
C20 C19 C24 121.92(14)
N3 C20 C19 108.75(14)
N3 C20 C21 130.31(16)
C19 C20 C21 120.93(16)
C22 C21 C20 117.11(17)
C21 C22 C23 121.44(17)
C24 C23 C22 122.71(17)
C23 C24 C19 115.83(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si1 C16 1.854(2)
Si1 C18 1.8574(17)
Si1 C17 1.8611(18)
Si1 C1 1.9107(14)
N1 N2 1.3686(16)
N1 C19 1.3707(18)
N1 C1 1.4227(19)
N2 N3 1.296(2)
N3 C20 1.378(2)
C1 C2 1.311(2)
C2 C3 1.316(2)
C3 C10 1.492(2)
C3 C4 1.493(2)
C4 C5 1.393(2)
C4 C9 1.396(2)
C5 C6 1.376(3)
C6 C7 1.377(3)
C7 C8 1.370(3)
C8 C9 1.382(3)
C10 C11 1.384(2)
C10 C15 1.390(3)
C11 C12 1.400(3)
C12 C13 1.368(4)
C13 C14 1.363(4)
C14 C15 1.385(3)
C19 C20 1.394(2)
C19 C24 1.3975(19)
C20 C21 1.397(2)
C21 C22 1.371(3)
C22 C23 1.393(3)
C23 C24 1.376(2)
