#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/60/2006061.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_2006061 loop_ _publ_author_name 'Bolte, M.' 'Scholtyssik, M.' _publ_section_title ; meta-Nitroacetophenone at 173K ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 474 _journal_page_last 476 _journal_paper_doi 10.1107/S0108270196015545 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C8 H7 N O3' _chemical_formula_weight 165.15 _chemical_name_systematic ; 3-Nitroacetophenone ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL _cell_angle_alpha 90 _cell_angle_beta 98.608(1) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.3045(2) _cell_length_b 9.8633(3) _cell_length_c 10.7436(4) _cell_measurement_reflns_used 5382 _cell_measurement_temperature 173 _cell_measurement_theta_max 25.00 _cell_measurement_theta_min 2.00 _cell_volume 765.32(4) _computing_cell_refinement SMART _computing_data_collection 'SMART (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_molecular_graphics 'XP SHELXTL-Plus (Sheldrick, 1991)' _computing_structure_refinement 'SHELXL96 (Sheldrick, 1996b)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 173 _diffrn_measurement_device 'Siemens CCD three-circle diffractometer' _diffrn_measurement_method \w _diffrn_radiation_monochromator 'highly oriented graphite crystal' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0291 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 6481 _diffrn_reflns_theta_max 26.06 _diffrn_reflns_theta_min 2.82 _diffrn_standards_decay_% 0.0 _diffrn_standards_interval_time 420 _diffrn_standards_number 208 _exptl_absorpt_coefficient_mu 0.112 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.6920 _exptl_absorpt_correction_type 'SADABS (Sheldrick, 1996a)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_meas ? _exptl_crystal_description block _exptl_crystal_F_000 344 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.168 _refine_diff_density_min -0.191 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.044 _refine_ls_goodness_of_fit_obs 1.095 _refine_ls_matrix_type full _refine_ls_number_parameters 109 _refine_ls_number_reflns 1402 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.044 _refine_ls_restrained_S_obs 1.095 _refine_ls_R_factor_all 0.0406 _refine_ls_R_factor_obs 0.0354 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0632P)^2^+0.0948P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1027 _refine_ls_wR_factor_obs 0.0998 _reflns_number_observed 1217 _reflns_number_total 1402 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ha1182.cif _cod_data_source_block ms1 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 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^)+(0.0632P)^2^+0.0948P] 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^)+(0.0632P)^2^+0.0948P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2006061 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 C1 0.0235(6) -0.0011(4) 0.0023(5) 0.0309(7) 0.0008(5) 0.0212(6) C11 0.0327(7) 0.0001(5) 0.0031(5) 0.0323(7) 0.0002(5) 0.0267(6) O11 0.0567(6) 0.0072(4) -0.0145(5) 0.0363(5) 0.0030(4) 0.0370(6) C12 0.0535(9) -0.0038(6) -0.0002(6) 0.0323(7) -0.0042(5) 0.0348(8) C2 0.0238(6) -0.0005(4) 0.0016(4) 0.0328(7) 0.0015(5) 0.0193(6) C3 0.0262(6) -0.0027(5) 0.0057(5) 0.0303(6) -0.0012(5) 0.0232(6) N3 0.0409(6) -0.0034(4) 0.0090(5) 0.0310(6) -0.0030(5) 0.0299(6) O31 0.0946(9) -0.0029(5) 0.0052(6) 0.0279(6) -0.0017(4) 0.0451(7) O32 0.0511(6) -0.0008(4) -0.0050(4) 0.0441(6) -0.0087(4) 0.0305(5) C4 0.0295(6) 0.0017(5) 0.0063(5) 0.0315(6) 0.0066(5) 0.0281(7) C5 0.0272(6) -0.0002(5) 0.0011(5) 0.0419(8) 0.0079(5) 0.0234(6) C6 0.0259(6) -0.0029(5) 0.0003(4) 0.0365(7) -0.0001(5) 0.0207(6) loop_ _atom_site_label _atom_site_occupancy _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_type_symbol C1 1 0.28638(15) 0.34044(12) 0.52431(10) 0.0253(3) Uani d . C C11 1 0.32954(17) 0.19412(13) 0.55454(12) 0.0307(3) Uani d . C O11 1 0.43690(15) 0.16470(10) 0.64820(9) 0.0456(3) Uani d . O C12 1 0.2389(2) 0.08663(14) 0.46752(13) 0.0409(4) Uani d . C H12A 1 0.2806 -0.0029 0.4996 0.061 Uiso calc R H H12B 1 0.2728 0.0996 0.3835 0.061 Uiso calc R H H12C 1 0.1042 0.0930 0.4627 0.061 Uiso calc R H C2 1 0.35174(15) 0.43784(12) 0.61452(10) 0.0255(3) Uani d . C H2 1 0.4200 0.4119 0.6932 0.031 Uiso calc R H C3 1 0.31505(15) 0.57239(12) 0.58682(11) 0.0263(3) Uani d . C N3 1 0.38707(15) 0.67475(11) 0.68159(10) 0.0335(3) Uani d . N O31 1 0.35282(18) 0.79428(10) 0.65690(10) 0.0564(3) Uani d . O O32 1 0.47900(14) 0.63684(10) 0.78014(9) 0.0430(3) Uani d . O C4 1 0.21561(16) 0.61569(13) 0.47313(11) 0.0295(3) Uani d . C H4 1 0.1929 0.7093 0.4567 0.035 Uiso calc R H C5 1 0.15092(15) 0.51835(13) 0.38475(11) 0.0311(3) Uani d . C H5 1 0.0823 0.5450 0.3064 0.037 Uiso calc R H C6 1 0.18577(16) 0.38184(13) 0.40987(11) 0.0280(3) Uani d . C H6 1 0.1406 0.3159 0.3484 0.034 Uiso calc R 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' N N 0.0061 0.0033 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C6 C1 C2 119.35(11) C6 C1 C11 122.50(11) C2 C1 C11 118.15(11) O11 C11 C12 121.15(12) O11 C11 C1 119.81(12) C12 C11 C1 119.04(11) C3 C2 C1 118.51(11) C2 C3 C4 122.99(11) C2 C3 N3 118.22(11) C4 C3 N3 118.79(11) O32 N3 O31 123.27(12) O32 N3 C3 118.75(11) O31 N3 C3 117.98(11) C5 C4 C3 118.00(12) C4 C5 C6 120.38(11) C5 C6 C1 120.78(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance C1 C6 . 1.3957(16) C1 C2 . 1.3970(17) C1 C11 . 1.5023(17) C11 O11 . 1.2148(16) C11 C12 . 1.5004(18) C2 C3 . 1.3776(18) C3 C4 . 1.3915(17) C3 N3 . 1.4740(16) N3 O32 . 1.2244(15) N3 O31 . 1.2259(15) C4 C5 . 1.3829(18) C5 C6 . 1.3892(17) 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 C6 C1 C11 O11 170.64(12) C2 C1 C11 O11 -8.75(18) C6 C1 C11 C12 -9.16(18) C2 C1 C11 C12 171.46(10) C6 C1 C2 C3 -0.33(16) C11 C1 C2 C3 179.08(10) C1 C2 C3 C4 0.10(18) C1 C2 C3 N3 -179.01(9) C2 C3 N3 O32 1.19(17) C4 C3 N3 O32 -177.96(10) C2 C3 N3 O31 -179.44(11) C4 C3 N3 O31 1.42(17) C2 C3 C4 C5 0.17(17) N3 C3 C4 C5 179.27(10) C3 C4 C5 C6 -0.21(17) C4 C5 C6 C1 -0.01(18) C2 C1 C6 C5 0.29(17) C11 C1 C6 C5 -179.09(10) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21106145 2 PubChem 8494