#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200017.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_2200017
loop_
_publ_author_name
'Foces-Foces, Concepci\'on'
'Trofimenko, Swiatoslaw'
_publ_section_title
;
5-tert-Butyl-3-methyl-1H-pyrazole at 240K
;
_journal_issue 1
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first o32
_journal_page_last o34
_journal_volume 57
_journal_year 2001
_chemical_formula_moiety 'C8 H14 N2'
_chemical_formula_sum 'C8 H14 N2'
_chemical_formula_weight 138.21
_chemical_melting_point 440
_space_group_IT_number 88
_symmetry_cell_setting tetragonal
_symmetry_space_group_name_Hall 'I 4bw -1bw'
_symmetry_space_group_name_H-M 'I 41/a :1'
_cell_angle_alpha 90.0
_cell_angle_beta 90.0
_cell_angle_gamma 90.0
_cell_formula_units_Z 16
_cell_length_a 18.2451(16)
_cell_length_b 18.2451(16)
_cell_length_c 10.6667(8)
_cell_measurement_reflns_used 56
_cell_measurement_temperature 240
_cell_measurement_theta_max 45
_cell_measurement_theta_min 2
_cell_volume 3550.8(5)
_computing_cell_refinement 'LSUCRE (Appleman, 1984)'
_computing_data_collection 'Philips PW1100 (Hornstra & Vossers, 1973)'
_computing_data_reduction
'Xtal3.6 ADDREF DIFDAT SORTRF (Hall et al., 1999)'
_computing_molecular_graphics Xtal3.6
_computing_publication_material 'Xtal3.6 BONDLA CIFIO'
_computing_structure_refinement 'Xtal3.6 CRYLSQ'
_computing_structure_solution 'SIR97 (Altomare et al., 1997)'
_diffrn_ambient_temperature 240
_diffrn_measurement_device_type 'Philips PW100'
_diffrn_measurement_method \w/2\q
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_reflns_av_R_equivalents 0
_diffrn_reflns_av_sigmaI/netI 0
_diffrn_reflns_limit_h_max 21
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min 0
_diffrn_reflns_number 1509
_diffrn_reflns_theta_max 65.0
_diffrn_reflns_theta_min 4.8
_diffrn_standards_decay_% 3
_diffrn_standards_interval_time 90
_diffrn_standards_number 2
_exptl_absorpt_coefficient_mu .48
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.034
_exptl_crystal_density_meas 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 1216
_exptl_crystal_size_max .50
_exptl_crystal_size_mid .10
_exptl_crystal_size_min .10
_refine_diff_density_max .39
_refine_diff_density_min -.31
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_all .982
_refine_ls_goodness_of_fit_ref .989
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_constraints 0
_refine_ls_number_parameters 95
_refine_ls_number_reflns 1100
_refine_ls_number_restraints 39
_refine_ls_R_factor_all .109
_refine_ls_R_factor_gt .088
_refine_ls_shift/su_max .005
_refine_ls_shift/su_mean .003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details 'w = k/[(A+B Fo)^2^(C+D(sin\q)/\l)]'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_all .138
_refine_ls_wR_factor_ref .117
_reflns_number_gt 1100
_reflns_number_total 1509
_reflns_threshold_expression I>2\s(I)
_[local]_cod_data_source_file cf6000.cif
_[local]_cod_data_source_block I
_[local]_cod_cif_authors_sg_H-M 'I 41/a'
_[local]_cod_cif_authors_sg_Hall i_4bw_-1bw
_cod_original_cell_volume 3550.8(7)
_cod_database_code 2200017
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,1/2-y,1/4-z
1/2-x,1/2-y,1/2+z
1/2+x,+y,3/4-z
1/2+y,1/2-x,1/2-z
1/2+y,-x,3/4+z
-y,1/2+x,1/4+z
-y,+x,-z
1/2+x,1/2+y,1/2+z
1/2-x,-y,3/4-z
-x,-y,+z
+x,1/2+y,1/4-z
+y,-x,-z
+y,1/2-x,1/4+z
1/2-y,+x,3/4+z
1/2-y,1/2+x,1/2-z
loop_
_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_occupancy
N1 .09449(18) -.05360(17) .1151(3) .0460(17) Uani 1.00000
N2 .11979(18) .01379(18) .0895(3) .0488(17) Uani 1.00000
C3 .1543(2) .0360(2) .1941(4) .047(2) Uani 1.00000
C4 .1507(2) -.0196(2) .2839(3) .0465(18) Uani 1.00000
C5 .11229(19) -.0765(2) .2320(3) .0414(17) Uani 1.00000
C6 .1890(3) .1091(3) .2021(5) .066(3) Uani 1.00000
C7 .0867(2) -.1487(2) .2826(4) .053(2) Uani 1.00000
C8 .1125(6) -.2115(3) .1989(7) .103(5) Uani 1.00000
C9 .0034(4) -.1513(4) .2832(9) .107(5) Uani 1.00000
C10 .1156(5) -.1603(4) .4139(6) .106(5) Uani 1.00000
H1 .068(3) -.082(3) .0587(5) .032(12) Uiso 1.00000
H4 .1727 -.0180 .3738 .047 Uiso 1.00000
H6a .1564 .1467 .1545 .050 Uiso 1.00000
H6b .1942 .1245 .2955 .066 Uiso 1.00000
H6c .2408 .1069 .1616 .066 Uiso 1.00000
H8a .0882 -.2066 .1110 .066 Uiso 1.00000
H8b .1692 -.2095 .1900 .104 Uiso 1.00000
H8c .0973 -.2612 .2390 .104 Uiso 1.00000
H9a -.0143 -.2017 .3170 .104 Uiso 1.00000
H9b -.0161 -.1441 .1923 .107 Uiso 1.00000
H9c -.0164 -.1097 .3405 .107 Uiso 1.00000
H10a .1004 -.1164 .4704 .107 Uiso 1.00000
H10b .0940 -.2087 .4501 .107 Uiso 1.00000
H10c .1725 -.1639 .4120 .107 Uiso 1.00000
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
N1 .0526(17) .0477(17) .0377(16) -.0048(13) -.0070(13) .0020(12)
N2 .0527(18) .0520(18) .0416(16) -.0052(13) -.0041(13) .0062(13)
C3 .0441(18) .049(2) .049(2) -.0001(14) -.0007(15) -.0011(15)
C4 .0498(19) .048(2) .0416(18) -.0038(14) -.0069(15) .0015(15)
C5 .0434(17) .0443(18) .0366(17) .0030(13) -.0033(13) .0018(13)
C6 .073(3) .054(2) .072(3) -.005(2) -.008(2) .002(2)
C7 .059(2) .051(2) .048(2) -.0065(15) -.0033(17) .0055(16)
C8 .163(7) .053(3) .095(4) -.009(3) .032(4) -.004(3)
C9 .072(3) .095(4) .153(7) -.010(3) .005(4) .053(5)
C10 .161(7) .085(4) .073(4) -.047(4) -.044(4) .034(3)
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C .017 .009 'International Tables, Vol IV.'
H 0 0 'International Tables, Vol IV.'
N .029 .018 'International Tables, Vol IV.'
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
H1 N1 N2 124(3) ?
H1 N1 C5 123(3) ?
N2 N1 C5 112.8(3) yes
N1 N2 C3 105.5(3) yes
N2 C3 C4 109.2(3) yes
N2 C3 C6 121.3(4) ?
C4 C3 C6 129.4(4) ?
H4 C4 C5 126.2 ?
H4 C4 C3 126.5 ?
C5 C4 C3 107.3(3) ?
N1 C5 C4 105.1(3) yes
N1 C5 C7 121.9(3) ?
C4 C5 C7 132.9(3) ?
H6b C6 H6c 109.0 ?
H6b C6 H6a 109.9 ?
H6b C6 C3 109.8 ?
H6c C6 H6a 110.0 ?
H6c C6 C3 109.2 ?
H6a C6 C3 108.9 ?
C5 C7 C10 110.4(4) ?
C5 C7 C9 110.0(4) ?
C5 C7 C8 110.7(4) ?
C10 C7 C9 109.9(6) ?
C10 C7 C8 109.2(5) ?
C9 C7 C8 106.7(6) ?
H8c C8 H8b 109.4 ?
H8c C8 H8a 109.4 ?
H8c C8 C7 109.4 ?
H8b C8 H8a 109.8 ?
H8b C8 C7 109.5 ?
H8a C8 C7 109.4 ?
H9a C9 H9c 109.5 ?
H9a C9 H9b 109.3 ?
H9a C9 C7 109.8 ?
H9c C9 H9b 109.7 ?
H9c C9 C7 109.0 ?
H9b C9 C7 109.4 ?
H10a C10 H10c 109.2 ?
H10a C10 H10b 109.7 ?
H10a C10 C7 109.6 ?
H10c C10 H10b 109.6 ?
H10c C10 C7 109.5 ?
H10b C10 C7 109.3 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 H1 .93(5)
N1 N2 1.342(5)
N1 C5 1.354(5)
N2 C3 1.344(5)
C3 C4 1.396(5)
C3 C6 1.479(6)
C4 H4 1.040
C4 C5 1.370(5)
C5 C7 1.498(5)
C6 H6b 1.040
C6 H6c 1.040
C6 H6a 1.040
C7 C10 1.513(8)
C7 C9 1.521(8)
C7 C8 1.527(8)
C8 H8c 1.040
C8 H8b 1.040
C8 H8a 1.040
C9 H9a 1.040
C9 H9c 1.040
C9 H9b 1.040
C10 H10a 1.040
C10 H10c 1.040
C10 H10b 1.040
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 N2 1_555 1_555 13_555 .93(5) 1.99(6) 2.896(5) 165(5) yes
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
C5 N1 N2 C3 -1.0(4) ?
H1 N1 N2 C3 180(4) ?
N2 N1 C5 C4 .7(4) ?
N2 N1 C5 C7 177.1(3) ?
H1 N1 C5 C4 180(4) ?
H1 N1 C5 C7 -4(4) ?
N1 N2 C3 C4 .9(4) ?
N1 N2 C3 C6 -179.2(4) ?
N2 C3 C4 C5 -.5(4) ?
N2 C3 C4 H4 179.8 ?
C6 C3 C4 C5 179.6(4) ?
C6 C3 C4 H4 -.1 ?
N2 C3 C6 H6a 37.4 ?
N2 C3 C6 H6b 157.8 ?
N2 C3 C6 H6c -82.7 ?
C4 C3 C6 H6a -142.7 ?
C4 C3 C6 H6b -22.3 ?
C4 C3 C6 H6c 97.1 ?
C3 C4 C5 N1 -.1(4) ?
C3 C4 C5 C7 -175.9(4) ?
H4 C4 C5 N1 179.7 ?
H4 C4 C5 C7 3.8 ?
N1 C5 C7 C8 58.2(6) yes
N1 C5 C7 C9 -59.4(6) yes
N1 C5 C7 C10 179.2(5) yes
C4 C5 C7 C8 -126.5(6) ?
C4 C5 C7 C9 115.9(6) ?
C4 C5 C7 C10 -5.5(7) ?
C5 C7 C8 H8a -64.2 ?
C5 C7 C8 H8b 56.1 ?
C5 C7 C8 H8c 176.0 ?
C9 C7 C8 H8a 55.4 ?
C9 C7 C8 H8b 175.7 ?
C9 C7 C8 H8c -64.4 ?
C10 C7 C8 H8a 174.1 ?
C10 C7 C8 H8b -65.6 ?
C10 C7 C8 H8c 54.3 ?
C5 C7 C9 H9a 179.1 ?
C5 C7 C9 H9b 59.2 ?
C5 C7 C9 H9c -60.8 ?
C8 C7 C9 H9a 59.1 ?
C8 C7 C9 H9b -60.9 ?
C8 C7 C9 H9c 179.1 ?
C10 C7 C9 H9a -59.1 ?
C10 C7 C9 H9b -179.1 ?
C10 C7 C9 H9c 60.9 ?
C5 C7 C10 H10a 55.4 ?
C5 C7 C10 H10b 175.6 ?
C5 C7 C10 H10c -64.4 ?
C8 C7 C10 H10a 177.2 ?
C8 C7 C10 H10b -62.5 ?
C8 C7 C10 H10c 57.5 ?
C9 C7 C10 H10a -66.1 ?
C9 C7 C10 H10b 54.1 ?
C9 C7 C10 H10c 174.2 ?