#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/06/2240632.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_2240632
loop_
_publ_author_name
'Ferrence, Gregory M.'
'Kocher, Joshua L.'
_publ_section_title
;
 Crystal structure of 3-methyl-5-trimethylsilyl-1H-pyrazole
;
_journal_coeditor_code           ZL2621
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o397
_journal_paper_doi               10.1107/S2056989015008567
_journal_volume                  71
_journal_year                    2015
_chemical_formula_moiety         'C7 H14 N2 Si'
_chemical_formula_sum            'C7 H14 N2 Si'
_chemical_formula_weight         154.29
_chemical_name_systematic
;
3-Methyl-5-trimethylsilyl-1H-pyrazole
;
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   iterative
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   19.221(3)
_cell_length_b                   19.221
_cell_length_c                   10.5812(18)
_cell_measurement_reflns_used    6620
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.97
_cell_measurement_theta_min      2.2
_cell_volume                     3909.2(9)
_computing_cell_refinement
;
APEX2 and SAINT (Bruker, 2008)
;
_computing_data_collection
;
APEX2 (Bruker, 2008)
;
_computing_data_reduction
;
SAINT (Bruker, 2008)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and
Mercury (Macrae et al.,  2008)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SUPERFLIP (Palatinus & Chapuis, 2007)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
;
Bruker SMART APEX CCD
;
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14542
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_min         2.119
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.4996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(APEX; Bruker, 2008)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.049
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.278
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     100
_refine_ls_number_reflns         2240
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0425P)²+6.7007P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1211
_reflns_number_gt                1811
_reflns_number_total             2240
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zl2621sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        3909.4(15)
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               2240632
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Si Si1 0.15752(3) 0.66265(3) 0.08122(5) 0.02652(17) Uani d 1
N N2 -0.01542(8) 0.63160(8) 0.29098(15) 0.0252(3) Uani d 1
N N1 0.04990(8) 0.65356(8) 0.26486(15) 0.0243(3) Uani d 1
C C3 -0.03518(10) 0.59551(10) 0.18886(18) 0.0242(4) Uani d 1
C C4 0.01831(10) 0.59437(10) 0.09907(17) 0.0252(4) Uani d 1
H H4 0.0174 0.5719 0.0192 0.03 Uiso calc 1
C C5 0.07285(10) 0.63252(9) 0.14950(17) 0.0233(4) Uani d 1
C C7 0.17863(12) 0.60908(13) -0.0598(2) 0.0418(6) Uani d 1
H H7A 0.2214 0.6265 -0.0989 0.063 Uiso calc 1
H H7B 0.1403 0.6119 -0.1207 0.063 Uiso calc 1
H H7C 0.1853 0.5605 -0.0341 0.063 Uiso calc 1
C C8 0.14560(14) 0.75508(12) 0.0363(3) 0.0478(6) Uani d 1
H H8A 0.1889 0.773 -0.0003 0.072 Uiso calc 1
H H8B 0.1336 0.7823 0.1115 0.072 Uiso calc 1
H H8C 0.1081 0.7588 -0.026 0.072 Uiso calc 1
C C6 -0.10613(10) 0.56396(11) 0.1820(2) 0.0318(5) Uani d 1
H H6A -0.1042 0.521 0.1322 0.048 Uiso calc 0.58(3)
H H6B -0.1382 0.5968 0.1416 0.048 Uiso calc 0.58(3)
H H6C -0.1226 0.5534 0.2675 0.048 Uiso calc 0.58(3)
H H6D -0.1391 0.5931 0.2287 0.048 Uiso calc 0.42(3)
H H6E -0.1051 0.5173 0.2193 0.048 Uiso calc 0.42(3)
H H6F -0.1207 0.5607 0.0934 0.048 Uiso calc 0.42(3)
C C9 0.22749(12) 0.65443(14) 0.2008(2) 0.0422(6) Uani d 1
H H9A 0.2322 0.6056 0.2259 0.063 Uiso calc 1
H H9B 0.2158 0.6826 0.2751 0.063 Uiso calc 1
H H9C 0.2715 0.6708 0.1648 0.063 Uiso calc 1
H H1 0.0738(13) 0.6790(13) 0.317(2) 0.039(7) Uiso d 1
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 0 '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
C8 Si1 C9 110.27(12)
C8 Si1 C7 110.65(13)
C9 Si1 C7 110.04(12)
C8 Si1 C5 106.74(10)
C9 Si1 C5 109.92(10)
C7 Si1 C5 109.16(9)
C3 N2 N1 105.07(15)
N2 N1 C5 113.06(15)
N2 N1 H1 122.3(16)
C5 N1 H1 124.6(16)
N2 C3 C4 110.33(16)
N2 C3 C6 120.56(17)
C4 C3 C6 129.10(18)
C5 C4 C3 106.61(16)
C5 C4 H4 126.7
C3 C4 H4 126.7
N1 C5 C4 104.93(16)
N1 C5 Si1 122.45(14)
C4 C5 Si1 132.25(14)
Si1 C7 H7A 109.5
Si1 C7 H7B 109.5
H7A C7 H7B 109.5
Si1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
Si1 C8 H8A 109.5
Si1 C8 H8B 109.5
H8A C8 H8B 109.5
Si1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C3 C6 H6A 109.5
C3 C6 H6B 109.5
H6A C6 H6B 109.5
C3 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C3 C6 H6D 109.5
H6A C6 H6D 141.1
H6B C6 H6D 56.3
H6C C6 H6D 56.3
C3 C6 H6E 109.5
H6A C6 H6E 56.3
H6B C6 H6E 141.1
H6C C6 H6E 56.3
H6D C6 H6E 109.5
C3 C6 H6F 109.5
H6A C6 H6F 56.3
H6B C6 H6F 56.3
H6C C6 H6F 141.1
H6D C6 H6F 109.5
H6E C6 H6F 109.5
Si1 C9 H9A 109.5
Si1 C9 H9B 109.5
H9A C9 H9B 109.5
Si1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si1 C8 1.853(2)
Si1 C9 1.854(2)
Si1 C7 1.858(2)
Si1 C5 1.8725(19)
N2 C3 1.339(2)
N2 N1 1.353(2)
N1 C5 1.359(2)
N1 H1 0.87(3)
C3 C4 1.400(3)
C3 C6 1.494(3)
C4 C5 1.386(3)
C4 H4 0.95
C7 H7A 0.98
C7 H7B 0.98
C7 H7C 0.98
C8 H8A 0.98
C8 H8B 0.98
C8 H8C 0.98
C6 H6A 0.98
C6 H6B 0.98
C6 H6C 0.98
C6 H6D 0.98
C6 H6E 0.98
C6 H6F 0.98
C9 H9A 0.98
C9 H9B 0.98
C9 H9C 0.98
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 N2 16_666 0.87(3) 2.03(3) 2.895(2) 171(2)
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
C3 N2 N1 C5 -0.2(2)
N1 N2 C3 C4 0.6(2)
N1 N2 C3 C6 -178.76(17)
N2 C3 C4 C5 -0.7(2)
C6 C3 C4 C5 178.57(19)
N2 N1 C5 C4 -0.2(2)
N2 N1 C5 Si1 173.60(13)
C3 C4 C5 N1 0.5(2)
C3 C4 C5 Si1 -172.39(15)
C8 Si1 C5 N1 -72.00(19)
C9 Si1 C5 N1 47.58(19)
C7 Si1 C5 N1 168.37(16)
C8 Si1 C5 C4 99.9(2)
C9 Si1 C5 C4 -140.6(2)
C7 Si1 C5 C4 -19.8(2)
