#------------------------------------------------------------------------------ #$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $ #$Revision: 176432 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/00/2200017.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_paper_doi 10.1107/S1600536800018511 _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 ? _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) _cod_data_source_file cf6000.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 3550.8(7) _cod_original_sg_symbol_Hall i_4bw_-1bw _cod_original_sg_symbol_H-M 'I 41/a' _cod_database_code 2200017 _cod_database_fobs_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_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group 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_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag 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 ?