#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/72/2007239.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_2007239 loop_ _publ_author_name 'Lokanath, N.K.' 'Sridhar, M.A.' 'Shashidhara Prasad, J.' 'Nagaraja, H.S.' 'Mohan Rao, P.' _publ_section_title ; (2,4-Dichlorophenoxy)acetohydrazide ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 669 _journal_page_last 670 _journal_paper_doi 10.1107/S0108270197018416 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C8 H8 Cl2 N2 O2' _chemical_formula_sum 'C8 H8 Cl2 N2 O2' _chemical_formula_weight 235.06 _chemical_melting_point 155 _chemical_name_systematic ; Crystal structure of 2,4 dichlorophenyloxy acetyl hydrazine ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL _cell_angle_alpha 90.11(3) _cell_angle_beta 98.44(3) _cell_angle_gamma 94.859(3) _cell_formula_units_Z 2 _cell_length_a 8.107(3) _cell_length_b 8.530(3) _cell_length_c 7.339(3) _cell_measurement_reflns_used 16 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 9.2 _cell_measurement_theta_min 6.8 _cell_volume 500.2(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1995) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_molecular_graphics 'ZORTEP (Zsolnai, 1997)' _computing_publication_material 'SHELXL93 (Sheldrick, 1993)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Rigaku AFC-7S' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 1436 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_min 15.00 _diffrn_standards_decay_% -1.2 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.623 _exptl_absorpt_correction_type none _exptl_crystal_colour transparent _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_meas ? _exptl_crystal_description prismatic _exptl_crystal_F_000 240 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.170 _refine_diff_density_min -0.198 _refine_ls_extinction_coef 0.10(13) _refine_ls_extinction_method SHELXL93_(Sheldrick,_1993) _refine_ls_goodness_of_fit_all 1.166 _refine_ls_goodness_of_fit_obs 1.220 _refine_ls_hydrogen_treatment H_atoms:_constrained _refine_ls_matrix_type full _refine_ls_number_parameters 140 _refine_ls_number_reflns 1350 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.228 _refine_ls_restrained_S_obs 1.220 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_obs .0439 _refine_ls_shift/esd_max -0.002 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1539 _refine_ls_wR_factor_obs .1326 _reflns_number_observed 1046 _reflns_number_total 1351 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ka1248.cif _cod_data_source_block pmr1 _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 The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2007239 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 Cl1 .0896(7) .0480(6) .0857(7) .0215(3) -.0041(4) .0011(3) C2 .0559(13) .0403(13) .065(2) .0047(9) .0075(11) .0015(10) C3 .073(2) .0438(14) .062(2) .0058(11) .0101(12) -.0100(12) C4 .074(2) .0484(14) .044(2) .0045(11) .0054(12) -.0059(11) C5 .0562(12) .0448(13) .0412(12) .0045(9) .0081(9) .0020(9) C6 .0565(12) .0436(13) .0425(12) .0072(9) .0043(9) -.0023(9) Cl7 .0984(7) .0499(6) .0465(6) .0229(3) -.0070(3) -.0107(3) C8 .0634(15) .0500(15) .049(2) .0063(11) -.0010(11) -.0016(11) O9 .0802(12) .0494(11) .0381(10) .0156(8) -.0020(8) -.0015(7) C10 .0682(15) .0527(14) .0338(12) .0026(11) .0032(10) -.0014(9) C11 .0579(13) .0557(14) .0339(12) -.0008(10) .0045(9) .0042(9) O12 .0938(14) .0653(13) .0369(11) .0056(10) -.0066(9) .0037(8) N13 .0678(12) .0502(12) .0375(12) .0089(9) .0010(9) .0032(9) N14 .0790(14) .0509(12) .0465(12) .0129(10) .0016(10) .0050(9) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Cl1 .01438(11) .60062(9) .26779(13) .0753(5) Uani d . 1 . Cl C2 -.0889(3) .7531(3) .1578(4) .0537(7) Uani d . 1 . C C3 -.1637(4) .7375(3) -.0232(5) .0596(8) Uani d . 1 . C H3 -.162(6) .640(7) -.082(7) .072 Uiso d . 1 . H C4 -.2479(4) .8591(3) -.1075(4) .0560(7) Uani d . 1 . C H4 -.296(6) .852(6) -.226(9) .067 Uiso d . 1 . H C5 -.2564(3) .9972(3) -.0107(3) .0473(7) Uani d . 1 . C C6 -.1795(3) 1.0102(3) .1723(3) .0477(7) Uani d . 1 . C Cl7 -.18691(11) 1.18226(8) .29519(9) .0658(5) Uani d . 1 . Cl C8 -.0978(3) .8890(3) .2579(4) .0550(7) Uani d . 1 . C H8 -.060(6) .905(6) .381(9) .066 Uiso d . 1 . H O9 -.3357(3) 1.1238(2) -.0788(3) .0564(6) Uani d . 1 . O C10 -.4081(3) 1.1173(3) -.2679(3) .0521(7) Uani d . 1 . C H10A -.4898(3) 1.0269(3) -.2901(3) .063 Uiso calc R 1 . H H10B -.3218(3) 1.1054(3) -.3443(3) .063 Uiso calc R 1 . H C11 -.4919(3) 1.2659(3) -.3189(3) .0497(7) Uani d . 1 . C O12 -.5632(3) 1.2776(3) -.4779(3) .0670(7) Uani d . 1 . O N13 -.4855(3) 1.3753(3) -.1894(3) .0523(7) Uani d . 1 . N H13 -.446(5) 1.355(5) -.078(8) .063 Uiso d . 1 . H N14 -.5655(3) 1.5159(3) -.2195(3) .0591(7) Uani d . 1 . N H14A -.6212(3) 1.5332(3) -.3255(3) .071 Uiso calc R 1 . H H14B -.5584(3) 1.5843(3) -.1317(3) .071 Uiso calc R 1 . H 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 '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 C3 C2 C8 120.7(3) C3 C2 Cl1 120.9(2) C8 C2 Cl1 118.4(2) C2 C3 C4 120.1(3) C2 C3 H3 117.(3) C4 C3 H3 122.(3) C5 C4 C3 120.2(3) C5 C4 H4 118.(3) C3 C4 H4 122.(3) O9 C5 C4 125.4(2) O9 C5 C6 116.0(2) C4 C5 C6 118.6(2) C8 C6 C5 121.5(2) C8 C6 Cl7 119.1(2) C5 C6 Cl7 119.4(2) C6 C8 C2 118.9(3) C6 C8 H8 115.(3) C2 C8 H8 126.(3) C5 O9 C10 117.3(2) O9 C10 C11 110.1(2) O9 C10 H10A 109.63(14) C11 C10 H10A 109.63(14) O9 C10 H10B 109.63(14) C11 C10 H10B 109.63(13) H10A C10 H10B 108.1 O12 C11 N13 123.9(3) O12 C11 C10 118.2(2) N13 C11 C10 117.9(2) C11 N13 N14 122.8(2) C11 N13 H13 119.(3) N14 N13 H13 117.(3) N13 N14 H14A 120.00(14) N13 N14 H14B 120.00(14) H14A N14 H14B 120.0 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 Cl1 C2 . 1.742(3) ? C2 C3 . 1.378(5) ? C2 C8 . 1.384(4) ? C3 C4 . 1.387(5) ? C3 H3 . .94(6) ? C4 C5 . 1.387(4) ? C4 H4 . .90(6) ? C5 O9 . 1.361(4) ? C5 C6 . 1.395(4) ? C6 C8 . 1.378(4) ? C6 Cl7 . 1.731(3) ? C8 H8 . .92(6) ? O9 C10 . 1.425(3) ? C10 C11 . 1.510(4) ? C10 H10A . .97 ? C10 H10B . .97 ? C11 O12 . 1.232(4) ? C11 N13 . 1.323(4) ? N13 N14 . 1.414(4) ? N13 H13 . .86(6) ? N14 H14A . .86 ? N14 H14B . .86 ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 276194 2 PubChem 312330