#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/71/2007148.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_2007148 loop_ _publ_author_name 'Essaber, Mohamed' 'Baouid, Abdesselam' 'Hasnaoui, A\"issa ' 'Giorgi, Michel ' 'Pierrot, Marcel ' _publ_section_title ; Some 1,3-Dipolar Adducts from Benzodiazepine. I. Condensation of Nitrilimines with 2-Methyl-4-phenyl-1,5-benzodiazepines ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 519 _journal_page_last 521 _journal_paper_doi 10.1107/S0108270197016491 _journal_volume 54 _journal_year 1998 _chemical_formula_sum 'C26 H23 N5 O4' _chemical_formula_weight 469.50 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_type_scat_source International_Tables_for_Xray_Crystallography _cell_angle_alpha 90.00(2) _cell_angle_beta 117.97(2) _cell_angle_gamma 90.00(2) _cell_formula_units_Z 8 _cell_length_a 22.711(6) _cell_length_b 15.498(5) _cell_length_c 14.642(4) _cell_measurement_reflns_used 22 _cell_measurement_temperature 294 _cell_measurement_theta_max 17 _cell_measurement_theta_min 11 _cell_volume 4552(2) _computing_cell_refinement CAD-4_system _computing_data_collection CAD-4_system_(Enraf-Nonius,_1989) _computing_data_reduction BEGIN_in_SDP_(Frenz_et_al.,_1985) _computing_molecular_graphics ORTEP_(Johnson,_1976) _computing_publication_material CIF_VAX_in_MolEN_(Fair,_1990) _computing_structure_refinement LSFM_in_SDP _computing_structure_solution MULTAN_(Main_et_al.,_1980) _diffrn_ambient_temperature 294 _diffrn_measurement_device Enraf_Nonius_CAD4 _diffrn_measurement_method \q/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.052 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4343 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_min 1.66 _diffrn_standards_decay_% 4.2 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.37 _exptl_crystal_density_meas ? _exptl_crystal_description prism _exptl_crystal_F_000 1968 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _refine_diff_density_max 0.150 _refine_diff_density_min 0.104 _refine_ls_extinction_coef 0.31E-6 _refine_ls_extinction_method isotropic_(Zachariasen,_1963) _refine_ls_goodness_of_fit_obs 1.783 _refine_ls_hydrogen_treatment H_atoms_not_refined _refine_ls_matrix_type full _refine_ls_number_parameters 317 _refine_ls_number_reflns 2591 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.148 _refine_ls_R_factor_obs .055 _refine_ls_shift/esd_max 0.003 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 4Fo^2^/[\s^2^(Fo^2^) + 0.0025Fo^4^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs .066 _reflns_number_observed 2591 _reflns_number_total 4006 _reflns_observed_criterion >1.5\s(I) _cod_data_source_file cf1173.cif _cod_data_source_block 3a _cod_depositor_comments ; Updating space group information and adding the symmetry operation list. Antanas Vaitkus, 2018-06-14 The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'none' 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 '4Fo^2^/[\s^2^(Fo^2^) + 0.0025Fo^4^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 4Fo^2^/[\s^2^(Fo^2^) + 0.0025Fo^4^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 4551(5) _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2007148 _cod_database_fobs_code 2007148 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x,y,-z+1/2 3 -x,-y,-z 4 x,-y,z+1/2 5 x+1/2,y+1/2,z 6 -x+1/2,y+1/2,-z+1/2 7 -x+1/2,-y+1/2,-z 8 x+1/2,-y+1/2,z+1/2 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 O20 .0286(7) .126(2) .0510(8) .0006(9) .0125(6) .0040(10) O23 .0393(9) .197(3) .0550(9) -.0120(10) .0083(7) .0410(10) O31 .0551(9) .243(3) .0680(10) .001(2) .0342(7) .029(2) O32 .0339(8) .196(3) .0780(10) .0130(10) .0209(7) .0130(10) N2 .0293(8) .076(2) .0371(9) .0000(10) .0091(6) -.0010(10) N3 .0278(8) .086(2) .0342(8) .0060(10) .0102(6) -.0020(10) N6 .0367(8) .0680(10) .0491(9) .0001(9) .0216(6) -.0030(10) N11 .0327(8) .0700(10) .0387(8) .0020(9) .0137(6) -.0010(10) N30 .0361(9) .145(3) .0570(10) -.0040(10) .0197(8) -.0020(10) C1 .0340(10) .064(2) .0390(10) -.0010(10) .0145(7) .0020(10) C3a .0320(10) .070(2) .0400(10) .0080(10) .0148(7) .0020(10) C4 .0300(10) .073(2) .0380(10) .0020(10) .0110(7) .0000(10) C5 .0348(9) .067(2) .0380(10) -.0030(10) .0161(7) -.0100(10) C6a .0331(9) .070(2) .0410(10) .0040(10) .0165(7) .0040(10) C7 .0450(10) .087(2) .0580(10) .0090(10) .0295(8) .0010(10) C8 .0560(10) .103(2) .0640(10) .0060(10) .0387(8) .0050(10) C9 .0520(10) .104(2) .0670(10) -.0030(10) .0371(8) .010(2) C10 .0480(10) .084(2) .0550(10) -.0030(10) .0253(8) .0080(10) C10a .0310(10) .076(2) .0400(10) .0030(10) .0158(7) .0040(10) C12 .0540(10) .073(2) .0520(10) .0140(10) .0186(9) .0090(10) C13 .0420(10) .063(2) .0440(10) -.0050(10) .0223(7) -.0120(10) C14 .0430(10) .089(2) .0550(10) -.0140(10) .0244(8) -.0130(10) C15 .0570(10) .099(2) .0750(10) -.0270(10) .0395(9) -.020(2) C16 .0840(10) .087(2) .0780(10) -.024(2) .0520(10) -.010(2) C17 .0770(10) .081(2) .0690(10) -.006(2) .0400(10) .0060(10) C18 .0520(10) .071(2) .0560(10) -.0010(10) .0266(9) .0010(10) C19 .0370(10) .090(2) .0500(10) -.0090(10) .0167(8) .0070(10) C21 .0250(10) .150(3) .081(2) .001(2) .0130(10) .006(2) C22 .0480(10) .181(4) .109(2) .007(2) .0380(10) -.009(3) C24 .0310(10) .069(2) .0390(10) .0020(10) .0131(7) -.0090(10) C25 .0330(10) .076(2) .0460(10) -.0010(10) .0113(8) .0050(10) C26 .0380(10) .092(2) .0500(10) -.0030(10) .0156(9) .0060(10) C27 .0330(10) .097(2) .0480(10) .0010(10) .0193(8) -.0060(10) C28 .0330(10) .164(3) .0460(10) .021(2) .0139(9) .007(2) C29 .0390(10) .154(3) .0400(10) .024(2) .0172(8) .013(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_thermal_displace_type _atom_site_calc_flag O20 .05574(7) .8565(2) .49330(10) .0710(7) Uani yes O23 .07554(9) .8777(2) .36020(10) .1026(9) Uani yes O31 .48327(9) .9134(2) .42620(10) .1200(10) Uani yes O32 .54712(9) .8658(2) .5784(2) .1050(10) Uani yes N2 .20904(8) .8585(2) .49110(10) .0500(7) Uani yes N3 .27070(8) .8429(2) .57560(10) .0510(7) Uani yes N6 .20219(8) 1.01180(10) .68110(10) .0507(6) Uani yes N11 .19265(8) .8331(2) .62870(10) .0483(6) Uani yes N30 .49170(10) .8875(2) .5096(2) .0802(9) Uani yes C1 .16670(10) .8542(2) .5252(2) .0466(7) Uani yes C3a .26680(10) .8334(2) .6739(2) .0483(8) Uani yes C4 .29610(10) .9117(2) .7445(2) .0490(8) Uani yes C5 .26040(10) .9930(2) .6915(2) .0467(7) Uani yes C6a .16980(10) .9528(2) .7162(2) .0485(8) Uani yes C7 .13750(10) .9844(2) .7700(2) .0612(9) Uani yes C8 .10300(10) .9282(2) .8011(2) .0700(10) Uani yes C9 .09970(10) .8418(2) .7793(2) .0710(10) Uani yes C10 .13020(10) .8100(2) .7239(2) .0618(9) Uani yes C10a .16440(10) .8653(2) .6915(2) .0493(8) Uani yes C12 .29560(10) .7500(2) .7317(2) .0624(9) Uani yes C13 .29030(10) 1.0497(2) .6433(2) .0484(7) Uani yes C14 .35890(10) 1.0548(2) .6800(2) .0617(9) Uani yes C15 .38470(10) 1.1041(2) .6280(2) .0740(10) Uani yes C16 .34320(10) 1.1476(2) .5402(2) .0770(10) Uani yes C17 .27520(10) 1.1432(2) .5024(2) .0740(10) Uani yes C18 .24860(10) 1.0956(2) .5541(2) .0590(9) Uani yes C19 .09440(10) .8645(2) .4501(2) .0604(9) Uani yes C21 -.01590(10) .8705(3) .4255(2) .0900(10) Uani yes C22 -.04910(10) .8654(3) .4904(3) .112(2) Uani yes C24 .32610(10) .8582(2) .5624(2) .0480(8) Uani yes C25 .31960(10) .8968(2) .4725(2) .0544(8) Uani yes C26 .37340(10) .9069(2) .4557(2) .0620(9) Uani yes C27 .43540(10) .8802(2) .5291(2) .0591(9) Uani yes C28 .44330(10) .8434(3) .6188(2) .0820(10) Uani yes C29 .38940(10) .8325(3) .6363(2) .0780(10) Uani yes H1 .3425 .9170 .7626 .0637 Uiso calc H2 .2919 .9036 .8062 .0637 Uiso calc H3 -.0331 .8266 .3729 .1170 Uiso calc H4 -.0231 .9262 .3934 .1170 Uiso calc H5 .2911 .7488 .7938 .0808 Uiso calc H6 .2720 .7018 .6888 .0808 Uiso calc H7 .3419 .7461 .7494 .0808 Uiso calc H8 -.0961 .8744 .4485 .1444 Uiso calc H9 -.0415 .8097 .5225 .1444 Uiso calc H10 -.0314 .9092 .5429 .1444 Uiso calc H11 .1392 1.0450 .7856 .0798 Uiso calc H12 .0810 .9501 .8386 .0908 Uiso calc H13 .0760 .8035 .8024 .0924 Uiso calc H14 .1278 .7493 .7079 .0810 Uiso calc H15 .2766 .9167 .4214 .0710 Uiso calc H16 .3680 .9327 .3925 .0810 Uiso calc H17 .4870 .8256 .6701 .1073 Uiso calc H18 .3955 .8066 .6999 .1022 Uiso calc H19 .3886 1.0238 .7415 .0806 Uiso calc H20 .4321 1.1076 .6540 .0965 Uiso calc H21 .3617 1.1815 .5046 .1002 Uiso calc H22 .2461 1.1733 .4399 .0957 Uiso calc H23 .2012 1.0941 .5286 .0768 Uiso calc 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 C19 O20 C21 116.1(2) no N3 N2 C1 105.9(2) yes N2 N3 C3a 112.7(2) yes N2 N3 C24 116.8(2) no C3a N3 C24 128.50(10) no C5 N6 C6a 119.3(2) yes C1 N11 C3a 107.3(2) yes C1 N11 C10a 122.0(2) yes C3a N11 C10a 117.8(2) yes O31 N30 O32 122.0(3) no O31 N30 C27 119.4(2) no O32 N30 C27 118.6(2) no N2 C1 N11 115.3(2) yes N2 C1 C19 118.4(2) no N11 C1 C19 126.0(3) no N3 C3a N11 97.90(10) yes N3 C3a C4 111.7(2) yes N3 C3a C12 114.7(2) no N11 C3a C4 110.1(2) yes N11 C3a C12 110.3(2) no C4 C3a C12 111.3(2) no C3a C4 C5 111.0(2) yes N6 C5 C4 121.7(2) yes N6 C5 C13 118.9(2) no C4 C5 C13 119.2(2) no N6 C6a C7 118.8(3) no N6 C6a C10a 122.2(3) yes C7 C6a C10a 118.9(3) no C6a C7 C8 119.6(3) no C7 C8 C9 121.2(3) no C8 C9 C10 119.8(3) no C9 C10 C10a 119.9(3) no N11 C10a C6a 119.6(3) yes N11 C10a C10 119.7(3) no C6a C10a C10 120.6(3) no C5 C13 C14 122.1(2) no C5 C13 C18 119.2(2) no C14 C13 C18 118.5(3) no C13 C14 C15 120.2(2) no C14 C15 C16 120.5(3) no C15 C16 C17 120.2(3) no C16 C17 C18 120.1(3) no C13 C18 C17 120.4(2) no O20 C19 O23 125.1(2) no O20 C19 C1 112.9(2) no O23 C19 C1 122.0(3) no O20 C21 C22 107.3(2) no N3 C24 C25 120.5(2) no N3 C24 C29 121.3(2) no C25 C24 C29 118.1(3) no C24 C25 C26 121.0(2) no C25 C26 C27 120.0(3) no N30 C27 C26 120.0(3) no N30 C27 C28 119.7(2) no C26 C27 C28 120.3(3) no C27 C28 C29 120.3(2) no C24 C29 C28 120.3(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O20 C19 1.306(4) no O20 C21 1.471(3) no O23 C19 1.195(3) no O31 N30 1.213(4) no O32 N30 1.234(3) no N2 N3 1.387(2) yes N2 C1 1.277(4) yes N3 C3a 1.490(3) yes N3 C24 1.380(3) no N6 C5 1.291(3) yes N6 C6a 1.412(4) yes N11 C1 1.383(3) yes N11 C3a 1.493(3) yes N11 C10a 1.434(4) yes N30 C27 1.440(4) no C1 C19 1.495(3) no C3a C4 1.530(4) yes C3a C12 1.515(4) no C4 C5 1.501(4) yes C5 C13 1.477(4) no C6a C7 1.394(4) no C6a C10a 1.394(4) yes C7 C8 1.383(5) no C8 C9 1.370(5) no C9 C10 1.383(5) no C10 C10a 1.381(4) no C13 C14 1.393(3) no C13 C18 1.396(3) no C14 C15 1.387(5) no C15 C16 1.363(4) no C16 C17 1.378(4) no C17 C18 1.382(5) no C21 C22 1.467(6) no C24 C25 1.390(4) no C24 C29 1.392(3) no C25 C26 1.363(4) no C26 C27 1.374(3) no C27 C28 1.362(4) no C28 C29 1.375(4) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139055959