#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/08/2200876.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_2200876 loop_ _publ_author_name 'Angeli Mary, P. A' 'Dhanuskodi, S' 'Thamotharan, S' 'Parthasarathi, V' _publ_section_title ; Ammonium 2,7-dimethyl-5-bora-1,4,6,9-tetroxaspiro[4.4]nonane-3,8-dionate (ammonium borodilactate) ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o45 _journal_page_last o47 _journal_paper_doi 10.1107/S160053680102102X _journal_volume 58 _journal_year 2002 _chemical_formula_moiety 'C6 H12 B N O6' _chemical_formula_sum 'C6 H12 B N O6' _chemical_formula_weight 204.98 _chemical_name_systematic ; Ammonium 2,7-dimethyl-5-bora-1,4,6,9-tetroxaspiro[4.4]nonane-3,8-dionate ; _space_group_IT_number 20 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_space_group_name_H-M 'C 2 2 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _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 9.3254(11) _cell_length_b 11.9482(15) _cell_length_c 8.5578(9) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 30 _cell_measurement_theta_min 20 _cell_volume 953.53(19) _computing_cell_refinement 'CAD-4 EXPRESS' _computing_data_collection 'CAD-4 EXPRESS (Enraf-Nonius, 1994)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_molecular_graphics 'ZORTEP (Zsolnai, 1997)' _computing_publication_material 'SHELXL97, PARST (Nardelli, 1983) and PLATON (Spek, 2001)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .998 _diffrn_measured_fraction_theta_max .998 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54180 _diffrn_reflns_av_R_equivalents .021 _diffrn_reflns_av_sigmaI/netI .0106 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 988 _diffrn_reflns_theta_full 69.72 _diffrn_reflns_theta_max 69.72 _diffrn_reflns_theta_min 6.02 _diffrn_standards_decay_% neglegible _diffrn_standards_interval_time 120 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 1.085 _exptl_absorpt_correction_T_max .909 _exptl_absorpt_correction_T_min .854 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour White _exptl_crystal_density_diffrn 1.428 _exptl_crystal_density_meas 1.41 _exptl_crystal_density_method 'floatation method' _exptl_crystal_description Prismatic _exptl_crystal_F_000 432 _exptl_crystal_size_max .15 _exptl_crystal_size_mid .12 _exptl_crystal_size_min .09 _refine_diff_density_max .17 _refine_diff_density_min -.12 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack .06(19) _refine_ls_extinction_coef .027(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.05 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 90 _refine_ls_number_reflns 871 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.05 _refine_ls_R_factor_all .027 _refine_ls_R_factor_gt .026 _refine_ls_shift/su_max .002 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc 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_gt .103 _refine_ls_wR_factor_ref .103 _reflns_number_gt 870 _reflns_number_total 871 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ci6086.cif _cod_data_source_block I _cod_database_code 2200876 _cod_database_fobs_code 2200876 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, 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 O1 .12303(10) .12891(7) .20519(10) .0389(4) Uani d . 1 . . O O2 .05400(11) .26944(8) .37791(13) .0450(4) Uani d . 1 . . O O3 .33242(12) .08013(9) .30905(11) .0505(4) Uani d . 1 . . O N4 .4313(2) .0000 .0000 .0479(5) Uani d SD 1 . . N C5 .17701(14) .21563(10) .44043(14) .0388(4) Uani d . 1 . . C C6 .22229(14) .13421(10) .31305(15) .0374(4) Uani d . 1 . . C C7 .1444(2) .15577(16) .59146(15) .0530(4) Uani d . 1 . . C B1 .0000 .20563(15) .2500 .0367(5) Uani d S 1 . . B H5 .254(4) .2726(18) .458(2) .067(6) Uiso d . 1 . . H H71 .076(3) .099(2) .580(2) .058(5) Uiso d . 1 . . H H72 .217(3) .1226(16) .629(2) .052(5) Uiso d . 1 . . H H73 .102(3) .208(2) .664(3) .071(6) Uiso d . 1 . . H H41 .381(3) .021(2) .081(2) .077(7) Uiso d D 1 . . H H42 .469(5) .061(2) -.044(4) .133(15) Uiso d D 1 . . H 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 O1 .0441(6) .0397(5) .0330(5) .0043(4) -.0004(3) -.0042(3) O2 .0441(5) .0398(6) .0511(6) .0081(4) -.0081(4) -.0134(4) O3 .0433(6) .0591(7) .0492(6) .0138(4) .0044(4) .0015(5) N4 .0471(10) .0477(10) .0488(9) .000 .000 -.0115(7) C5 .0381(6) .0399(6) .0383(7) .0005(5) -.0029(5) -.0052(5) C6 .0399(6) .0377(6) .0345(6) .0005(4) .0041(5) .0000(5) C7 .0610(9) .0620(10) .0359(7) .0027(8) .0039(6) -.0018(6) B1 .0396(9) .0328(9) .0379(9) .000 -.0013(8) .000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source B B .0090 .0039 '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' C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0311 .0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0492 .0322 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C6 O1 B1 . . 109.10(8) ? C5 O2 B1 . . 109.42(9) ? H41 N4 H42 . . 108(3) ? O2 C5 C7 . . 112.02(13) ? O2 C5 C6 . . 104.12(10) ? C7 C5 C6 . . 111.53(11) ? O2 C5 H5 . . 109.4(15) ? C7 C5 H5 . . 109.6(12) ? C6 C5 H5 . . 110.1(14) ? O3 C6 O1 . . 123.56(12) ? O3 C6 C5 . . 126.56(11) ? O1 C6 C5 . . 109.88(11) ? C5 C7 H71 . . 112.9(13) ? C5 C7 H72 . . 112.8(15) ? H71 C7 H72 . . 104(2) ? C5 C7 H73 . . 109.2(18) ? H71 C7 H73 . . 105(2) ? H72 C7 H73 . . 113(2) ? O2 B1 O2 . 4 115.35(15) yes O2 B1 O1 . 4 113.33(6) yes O2 B1 O1 4 4 104.47(5) ? O2 B1 O1 . . 104.47(5) yes O2 B1 O1 4 . 113.33(6) ? O1 B1 O1 4 . 105.69(13) yes 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 O1 C6 . 1.3088(16) ? O1 B1 . 1.5177(14) yes O2 C5 . 1.4197(16) ? O2 B1 . 1.4259(13) yes O3 C6 . 1.2138(18) ? N4 H41 . .874(17) ? N4 H42 . .896(19) ? C5 C7 . 1.5080(19) ? C5 C6 . 1.5209(17) ? C5 H5 . 1.00(3) ? C7 H71 . .94(3) ? C7 H72 . .84(3) ? C7 H73 . .96(3) ? B1 O2 4 1.4259(13) ? B1 O1 4 1.5177(14) ? 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 N4 H41 O3 . .87(2) 2.124(19) 2.9600(12) 160(2) N4 H42 O2 6_554 .89(3) 2.14(3) 2.9494(10) 150(4) 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_site_symmetry_4 _geom_torsion B1 O2 C5 C7 . -103.80(12) B1 O2 C5 C6 . 16.85(13) B1 O1 C6 O3 . 178.85(12) B1 O1 C6 C5 . -.52(13) O2 C5 C6 O3 . 170.72(13) C7 C5 C6 O3 . -68.30(19) O2 C5 C6 O1 . -9.94(13) C7 C5 C6 O1 . 111.04(14) C5 O2 B1 O2 4 -142.32(11) C5 O2 B1 O1 4 97.32(12) C5 O2 B1 O1 . -17.23(13) C6 O1 B1 O2 . 10.75(13) C6 O1 B1 O2 4 137.12(11) C6 O1 B1 O1 4 -109.07(9) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 15375421