#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/06/2010614.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_2010614 loop_ _publ_author_name 'Quail, J. Wilson' 'Weil, John A.' 'Singh, Malvinder P.' _publ_section_title ; 2,2-Dimethyl-1-(2,4,6-trinitrophenyl)hydrazine ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 235 _journal_page_last 236 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C8 H9 N5 O6' _chemical_formula_sum 'C8 H9 N5 O6' _chemical_formula_weight 271.20 _chemical_melting_point 139.0(10) _chemical_name_common 2,2-dimethyl-1-picrylhydrazine _chemical_name_systematic ; 2,2-dimethyl-1-(2,4,6-trinitro)phenylhydrazine ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.5156(7) _cell_length_b 8.2006(11) _cell_length_c 20.6704(14) _cell_measurement_reflns_used 25 _cell_measurement_temperature 123(2) _cell_measurement_theta_max 18.54 _cell_measurement_theta_min 10.40 _cell_volume 1104.5(2) _computing_cell_refinement 'CAD-4 Express' _computing_data_collection 'CAD-4 Express (Enraf-Nonius, 1992)' _computing_data_reduction 'DIFDAT_SORTRF_ADDREF in XTAL (Hall et al., 1997)' _computing_molecular_graphics XTAL _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution XTAL _diffrn_ambient_temperature 123(2) _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method 'omega scan b/P/b' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0441 _diffrn_reflns_av_sigmaI/netI .0285 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2553 _diffrn_reflns_theta_full 33.48 _diffrn_reflns_theta_max 33.48 _diffrn_reflns_theta_min 2.67 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time 240 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .141 _exptl_absorpt_correction_T_max .96 _exptl_absorpt_correction_T_min .88 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 560 _exptl_crystal_size_max .42 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .25 _refine_diff_density_max .431 _refine_diff_density_min -.352 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack .0(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 175 _refine_ls_number_reflns 2479 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.046 _refine_ls_R_factor_all .0478 _refine_ls_R_factor_gt .0384 _refine_ls_shift/su_max .000 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0563P)^2^+0.2264P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .0999 _reflns_number_gt 2171 _reflns_number_total 2479 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file da1101.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P21 21 21' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '138-140' was changed to '139.0(10)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '138-140' was changed to '139.0(10)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2010614 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 .1670(2) .29234(17) .37985(7) .0122(3) Uani d . 1 . . C C2 .1438(2) .40131(18) .43288(7) .0126(3) Uani d . 1 . . C C3 -.0218(2) .50554(17) .43987(7) .0138(3) Uani d . 1 . . C H3 -.0306 .5768 .4760 .017 Uiso calc R 1 . . H C4 -.1734(2) .50403(19) .39351(7) .0135(3) Uani d . 1 . . C C5 -.1581(2) .40465(19) .33881(7) .0137(3) Uani d . 1 . . C H5 -.2627 .4053 .3068 .016 Uiso calc R 1 . . H C6 .0100(2) .30665(17) .33228(7) .0120(3) Uani d . 1 . . C C71 .4635(3) -.0231(2) .31116(8) .0174(3) Uani d . 1 . . C H71A .5069 .0555 .2782 .026 Uiso calc R 1 . . H H71B .4412 -.1298 .2909 .026 Uiso calc R 1 . . H H71C .5702 -.0325 .3443 .026 Uiso calc R 1 . . H C72 .1869(3) -.0885(2) .38630(8) .0187(3) Uani d . 1 . . C H72A .2890 -.1140 .4196 .028 Uiso calc R 1 . . H H72B .1515 -.1881 .3626 .028 Uiso calc R 1 . . H H72C .0634 -.0440 .4068 .028 Uiso calc R 1 . . H N1 .3153(2) .17874(17) .37546(7) .0156(3) Uani d . 1 . . N H1 .4360 .1945 .3935 .019 Uiso calc R 1 . . H N2 .2872(2) .39574(16) .48659(6) .0143(2) Uani d . 1 . . N N4 -.3534(2) .60611(18) .40141(7) .0171(3) Uani d . 1 . . N N6 .0318(2) .22711(16) .26857(6) .0139(2) Uani d . 1 . . N N7 .2723(2) .03271(16) .34104(6) .0138(2) Uani d . 1 . . N O21 .4622(2) .34351(15) .47657(6) .0180(2) Uani d . 1 . . O O22 .2284(2) .44183(17) .54008(6) .0232(3) Uani d . 1 . . O O41 -.3559(2) .70268(17) .44722(7) .0285(3) Uani d . 1 . . O O42 -.4949(2) .58919(15) .36294(6) .0208(3) Uani d . 1 . . O O61 .1907(2) .25165(15) .23855(6) .0191(2) Uani d . 1 . . O O62 -.1155(2) .15051(17) .24792(6) .0220(3) Uani d . 1 . . O 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 C1 .0121(6) .0101(6) .0144(6) .0013(5) .0018(5) .0016(5) C2 .0130(6) .0106(5) .0143(6) .0002(5) .0001(5) .0007(5) C3 .0160(6) .0100(5) .0154(6) .0014(5) .0025(6) -.0001(5) C4 .0136(6) .0108(6) .0162(6) .0042(5) .0036(5) .0026(5) C5 .0142(6) .0125(6) .0144(6) .0020(6) .0009(5) .0017(5) C6 .0137(6) .0106(5) .0118(6) .0003(5) .0015(5) .0001(5) C71 .0146(6) .0201(7) .0176(7) .0050(6) .0023(5) -.0030(6) C72 .0213(8) .0158(6) .0192(7) .0020(7) .0040(6) .0006(6) N1 .0127(5) .0150(5) .0193(6) .0041(5) -.0032(5) -.0044(5) N2 .0158(6) .0112(5) .0159(5) -.0014(5) -.0012(5) -.0004(5) N4 .0172(6) .0144(6) .0198(6) .0055(6) .0039(5) .0026(5) N6 .0156(6) .0131(5) .0132(5) .0030(5) .0004(5) .0002(5) N7 .0145(6) .0106(5) .0162(5) .0031(5) .0013(5) -.0023(5) O21 .0153(5) .0179(5) .0209(5) .0025(5) -.0039(4) .0004(5) O22 .0243(6) .0297(7) .0156(5) -.0024(6) -.0009(5) -.0067(5) O41 .0309(7) .0243(6) .0302(7) .0144(6) .0014(6) -.0092(5) O42 .0161(5) .0220(5) .0242(6) .0062(5) .0002(5) .0029(5) O61 .0202(6) .0205(5) .0166(5) -.0008(5) .0066(5) .0003(5) O62 .0177(5) .0244(6) .0237(6) -.0015(5) -.0018(5) -.0087(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 N1 . 1.3451(19) ? C1 C2 . 1.422(2) ? C1 C6 . 1.423(2) ? C2 C3 . 1.384(2) ? C2 N2 . 1.452(2) ? C3 C4 . 1.376(2) ? C3 H3 . .9500 ? C4 C5 . 1.397(2) ? C4 N4 . 1.450(2) ? C5 C6 . 1.366(2) ? C5 H5 . .9500 ? C6 N6 . 1.4764(19) ? C71 N7 . 1.464(2) ? C71 H71A . .9800 ? C71 H71B . .9800 ? C71 H71C . .9800 ? C72 N7 . 1.474(2) ? C72 H72A . .9800 ? C72 H72B . .9800 ? C72 H72C . .9800 ? N1 N7 . 1.4207(18) ? N1 H1 . .8800 ? N2 O22 . 1.2297(18) ? N2 O21 . 1.2354(18) ? N4 O42 . 1.226(2) ? N4 O41 . 1.2346(19) ? N6 O62 . 1.2236(19) ? N6 O61 . 1.2237(18) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 '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 N1 C1 C2 124.30(14) N1 C1 C6 121.77(14) C2 C1 C6 113.84(13) C3 C2 C1 123.47(14) C3 C2 N2 116.19(13) C1 C2 N2 120.07(13) C4 C3 C2 118.76(14) C4 C3 H3 120.6 C2 C3 H3 120.6 C3 C4 C5 121.18(14) C3 C4 N4 119.79(14) C5 C4 N4 119.03(14) C6 C5 C4 118.70(14) C6 C5 H5 120.6 C4 C5 H5 120.6 C5 C6 C1 123.83(13) C5 C6 N6 115.16(13) C1 C6 N6 120.72(13) N7 C71 H71A 109.5 N7 C71 H71B 109.5 H71A C71 H71B 109.5 N7 C71 H71C 109.5 H71A C71 H71C 109.5 H71B C71 H71C 109.5 N7 C72 H72A 109.5 N7 C72 H72B 109.5 H72A C72 H72B 109.5 N7 C72 H72C 109.5 H72A C72 H72C 109.5 H72B C72 H72C 109.5 C1 N1 N7 118.43(13) C1 N1 H1 120.8 N7 N1 H1 120.8 O22 N2 O21 123.00(14) O22 N2 C2 118.52(14) O21 N2 C2 118.48(13) O42 N4 O41 124.08(14) O42 N4 C4 118.05(14) O41 N4 C4 117.86(14) O62 N6 O61 124.81(14) O62 N6 C6 117.57(13) O61 N6 C6 117.43(13) N1 N7 C71 107.90(13) N1 N7 C72 108.96(12) C71 N7 C72 112.21(13) 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 O21 . .88 2.11 2.6666(18) 120.1 N1 H1 O22 3_556 .88 2.60 3.358(2) 144.6 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 N1 C1 C2 C3 -172.91(15) C6 C1 C2 C3 3.5(2) N1 C1 C2 N2 .8(2) C6 C1 C2 N2 177.25(13) C1 C2 C3 C4 .4(2) N2 C2 C3 C4 -173.61(13) C2 C3 C4 C5 -2.6(2) C2 C3 C4 N4 176.90(14) C3 C4 C5 C6 .7(2) N4 C4 C5 C6 -178.82(14) C4 C5 C6 C1 3.7(2) C4 C5 C6 N6 -170.10(13) N1 C1 C6 C5 170.95(15) C2 C1 C6 C5 -5.6(2) N1 C1 C6 N6 -15.6(2) C2 C1 C6 N6 167.86(13) C2 C1 N1 N7 149.55(15) C6 C1 N1 N7 -26.6(2) C3 C2 N2 O22 20.8(2) C1 C2 N2 O22 -153.42(15) C3 C2 N2 O21 -159.87(13) C1 C2 N2 O21 25.9(2) C3 C4 N4 O42 -172.42(14) C5 C4 N4 O42 7.1(2) C3 C4 N4 O41 6.3(2) C5 C4 N4 O41 -174.13(15) C5 C6 N6 O62 -52.43(18) C1 C6 N6 O62 133.60(15) C5 C6 N6 O61 122.90(15) C1 C6 N6 O61 -51.08(19) C1 N1 N7 C71 148.03(14) C1 N1 N7 C72 -89.89(16)