#------------------------------------------------------------------------------ #$Date: 2023-11-10 01:34:36 +0200 (Fri, 10 Nov 2023) $ #$Revision: 287494 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247686.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7247686 loop_ _publ_author_name 'Bothma, Shalene Natalia' 'Sheppard, Charles' 'Turnbull, Mark M.' 'Landee, Christopher P.' 'Rademeyer, Melanie' _publ_section_title ; The odd-even effect in n-carboxyalkylammonium-containing organic-inorganic hybrids of Mn(II) halides: Structural and magnetic characterisation ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D3CE00855J _journal_year 2023 _chemical_formula_moiety 'Cl4 H4 Mn O2, 2(C3 H8 N O2)' _chemical_formula_sum 'C6 H20 Cl4 Mn N2 O6' _chemical_formula_weight 412.98 _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_sites_solution_hydrogens mixed _atom_sites_solution_primary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-07-14 deposited with the CCDC. 2023-11-08 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 107.916(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 21.3208(14) _cell_length_b 7.0794(4) _cell_length_c 11.1440(6) _cell_measurement_reflns_used 9943 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 26.65 _cell_measurement_theta_min 3.05 _cell_volume 1600.49(16) _computing_cell_refinement 'SAINT (Bruker, 2014)' _computing_data_collection 'APEX2 (Bruker, 2014)' _computing_data_reduction 'SAINT (Bruker, 2014)' _computing_molecular_graphics 'Mercury (Macrae et al., 2008)' _computing_publication_material 'Mercury (Macrae et al., 2008)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device_type 'Bruker kappa, Photon 100 CMOS' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_unetI/netI 0.0151 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.991 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 19734 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.991 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.650 _diffrn_reflns_theta_min 3.048 _exptl_absorpt_coefficient_mu 1.511 _exptl_absorpt_correction_T_max 0.4778 _exptl_absorpt_correction_T_min 0.3167 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Bruker, 2014)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.714 _exptl_crystal_description block _exptl_crystal_F_000 844 _exptl_crystal_size_max 0.506 _exptl_crystal_size_mid 0.326 _exptl_crystal_size_min 0.265 _refine_diff_density_max 0.251 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.074 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.160 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 125 _refine_ls_number_reflns 1665 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.159 _refine_ls_R_factor_all 0.0206 _refine_ls_R_factor_gt 0.0182 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0244P)^2^+0.8098P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.0467 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1559 _reflns_number_total 1665 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce00855j2.cif _cod_data_source_block C3MnClH2O _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 7247686 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.461 _shelx_estimated_absorpt_t_max 0.690 _shelx_res_file ; TITL mo_SB1628_0m_a.res in C2/c shelx.res created by SHELXL-2018/3 at 15:26:15 on 16-Nov-2022 CELL 0.71073 21.3208 7.0794 11.1440 90.000 107.916 90.000 ZERR 4.00 0.0014 0.0004 0.0006 0.000 0.002 0.000 LATT 7 SYMM - X, Y, 1/2 - Z SFAC C H CL MN N O UNIT 24 80 16 4 8 24 MERG 2 SIMU 0.040 0.080 1.700 H2 H1 SIMU 0.040 0.080 1.700 H3 HTAB O1 O2 EQIV_$1 -x+1, -y+1, -z+1 HTAB O3 Cl1_$1 EQIV_$2 -x+1, y, -z+1/2 HTAB O1 Cl1_$2 EQIV_$3 -x+1/2, y-1/2, -z+1/2 HTAB N1 Cl2_$3 EQIV_$4 x-1/2, -y+3/2, z-1/2 HTAB N1 Cl2_$4 EQIV_$5 -x+1/2, y+1/2, -z+1/2 HTAB N1 O1_$5 EQIV_$6 x-1/2, y-1/2, z HTAB N1 Cl1_$6 HTAB O1 Cl1_$2 HTAB N1 Cl1_$6 HTAB N1 Cl2_$3 HTAB N1 O1_$5 HTAB N1 Cl2_$4 HTAB O1 O2 HTAB O3 Cl1_$1 HTAB O3 Cl1_$1 HTAB O1 Cl1_$2 HTAB N1 Cl1_$6 HTAB N1 Cl2_$3 HTAB N1 O1_$5 HTAB N1 Cl2_$4 HTAB O1 O2 FMAP 2 PLAN 20 SIZE 0.265 0.326 0.606 ACTA BOND $H CONF LIST 4 L.S. 10 TEMP -123.14 WGHT 0.024400 0.809800 FVAR 0.35439 MN1 4 0.500000 0.500000 0.500000 10.50000 0.00929 0.00915 = 0.00947 -0.00082 0.00284 0.00015 CL1 3 0.569621 0.715134 0.405828 11.00000 0.01560 0.01196 = 0.01438 0.00111 0.00663 -0.00149 O1 6 0.422288 0.448763 0.317210 11.00000 0.01039 0.01762 = 0.01127 0.00155 0.00395 0.00046 N1 5 0.084398 0.530213 0.195251 11.00000 0.01211 0.01484 = 0.01371 0.00011 0.00220 0.00136 C1 1 0.156472 0.497949 0.222067 11.00000 0.01099 0.02194 = 0.01654 -0.00221 0.00401 0.00219 CL2 3 0.439761 0.773580 0.548345 11.00000 0.01486 0.01158 = 0.01538 0.00004 0.00615 0.00346 O2 6 0.293345 0.479928 0.309696 11.00000 0.01318 0.05710 = 0.01856 -0.00174 0.00598 0.00477 C2 1 0.193597 0.549830 0.356380 11.00000 0.01232 0.02421 = 0.01608 -0.00273 0.00478 0.00177 O3 6 0.294068 0.482776 0.510223 11.00000 0.01491 0.06821 = 0.01696 -0.00285 0.00134 0.01048 AFIX 147 H3 2 0.333973 0.455077 0.523965 11.00000 -1.50000 AFIX 0 C3 1 0.265385 0.500560 0.388066 11.00000 0.01328 0.02257 = 0.01697 -0.00361 0.00295 -0.00060 H1 2 0.428298 0.502409 0.256396 11.00000 0.03271 H1A 2 0.169584 0.576276 0.159895 11.00000 0.02707 H1B 2 0.160763 0.362940 0.205816 11.00000 0.02604 H1C 2 0.069198 0.466630 0.248696 11.00000 0.03291 H1D 2 0.064631 0.487597 0.119374 11.00000 0.02223 H1E 2 0.075876 0.644614 0.199134 11.00000 0.02482 H2 2 0.385577 0.467065 0.316315 11.00000 0.03310 H2A 2 0.191133 0.679170 0.368421 11.00000 0.02821 H2B 2 0.177273 0.491389 0.411404 11.00000 0.02859 HKLF 4 REM mo_SB1628_0m_a.res in C2/c REM wR2 = 0.0467, GooF = S = 1.160, Restrained GooF = 1.159 for all data REM R1 = 0.0182 for 1559 Fo > 4sig(Fo) and 0.0206 for all 1665 data REM 125 parameters refined using 1 restraints END WGHT 0.0244 0.8098 REM Highest difference peak 0.251, deepest hole -0.356, 1-sigma level 0.074 Q1 1 0.1739 0.5327 0.2865 11.00000 0.05 0.25 Q2 1 0.3011 0.6173 0.4865 11.00000 0.05 0.25 Q3 1 0.2282 0.5321 0.3678 11.00000 0.05 0.25 Q4 1 0.6020 0.8368 0.5265 11.00000 0.05 0.17 Q5 1 0.1192 0.6015 0.0411 11.00000 0.05 0.16 Q6 1 0.2727 0.4726 0.1582 11.00000 0.05 0.16 Q7 1 0.4694 0.4302 0.2390 11.00000 0.05 0.15 Q8 1 0.2687 0.4509 0.2364 11.00000 0.05 0.15 Q9 1 0.4079 0.7799 0.4389 11.00000 0.05 0.15 Q10 1 0.4041 0.8616 0.4610 11.00000 0.05 0.15 Q11 1 0.1235 0.5148 0.2061 11.00000 0.05 0.15 Q12 1 0.4551 0.5575 0.1683 11.00000 0.05 0.15 Q13 1 0.4886 0.8541 0.5645 11.00000 0.05 0.14 Q14 1 0.0939 0.5157 0.0122 11.00000 0.05 0.14 Q15 1 0.1840 0.6179 0.3884 11.00000 0.05 0.14 Q16 1 0.2501 0.5871 0.2175 11.00000 0.05 0.14 Q17 1 0.4940 0.8364 0.6254 11.00000 0.05 0.14 Q18 1 0.0883 0.2248 0.1667 11.00000 0.05 0.14 Q19 1 -0.0032 0.3864 0.1087 11.00000 0.05 0.14 Q20 1 0.4899 0.3850 0.3330 11.00000 0.05 0.14 ; _shelx_res_checksum 73432 loop_ _space_group_symop_operation_xyz '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, -y, -z' 'x, -y, 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_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.500000 0.500000 0.500000 0.00931(8) Uani 1 2 d S . P . . Cl1 Cl 0.56962(2) 0.71513(4) 0.40583(3) 0.01352(9) Uani 1 1 d . . . . . O1 O 0.42229(5) 0.44876(13) 0.31721(8) 0.01295(18) Uani 1 1 d . . . . . N1 N 0.08440(5) 0.53021(17) 0.19525(11) 0.0140(2) Uani 1 1 d . . . . . C1 C 0.15647(6) 0.49795(19) 0.22207(12) 0.0165(3) Uani 1 1 d . . . . . Cl2 Cl 0.43976(2) 0.77358(4) 0.54835(3) 0.01360(9) Uani 1 1 d . . . . . O2 O 0.29335(5) 0.47993(16) 0.30970(10) 0.0294(3) Uani 1 1 d . . . . . C2 C 0.19360(6) 0.5498(2) 0.35638(13) 0.0174(3) Uani 1 1 d . . . . . O3 O 0.29407(5) 0.48278(18) 0.51022(10) 0.0342(3) Uani 1 1 d . . . . . H3 H 0.333973 0.455077 0.523965 0.051 Uiso 1 1 calc R U . . . C3 C 0.26538(6) 0.50056(18) 0.38807(13) 0.0180(3) Uani 1 1 d . . . . . H1 H 0.4283(10) 0.502(2) 0.2564(19) 0.033(5) Uiso 1 1 d . U . . . H1A H 0.1696(8) 0.576(2) 0.1599(16) 0.027(4) Uiso 1 1 d . . . . . H1B H 0.1608(8) 0.363(3) 0.2058(14) 0.026(4) Uiso 1 1 d . . . . . H1C H 0.0692(9) 0.467(3) 0.2487(18) 0.033(5) Uiso 1 1 d . . . . . H1D H 0.0646(9) 0.488(2) 0.1194(18) 0.022(4) Uiso 1 1 d . . . . . H1E H 0.0759(8) 0.645(3) 0.1991(15) 0.025(4) Uiso 1 1 d . . . . . H2 H 0.3856(10) 0.467(2) 0.3163(18) 0.033(5) Uiso 1 1 d . U . . . H2A H 0.1911(8) 0.679(3) 0.3684(15) 0.028(4) Uiso 1 1 d . . . . . H2B H 0.1773(9) 0.491(2) 0.4114(18) 0.029(5) Uiso 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.00929(14) 0.00915(13) 0.00947(14) -0.00082(9) 0.00284(10) 0.00015(9) Cl1 0.01560(16) 0.01196(15) 0.01438(16) 0.00111(10) 0.00663(12) -0.00149(10) O1 0.0104(4) 0.0176(4) 0.0113(4) 0.0016(4) 0.0039(3) 0.0005(4) N1 0.0121(5) 0.0148(6) 0.0137(6) 0.0001(4) 0.0022(4) 0.0014(4) C1 0.0110(6) 0.0219(7) 0.0165(6) -0.0022(5) 0.0040(5) 0.0022(5) Cl2 0.01486(15) 0.01158(15) 0.01538(16) 0.00004(10) 0.00615(12) 0.00346(10) O2 0.0132(5) 0.0571(7) 0.0186(5) -0.0017(5) 0.0060(4) 0.0048(4) C2 0.0123(6) 0.0242(7) 0.0161(7) -0.0027(5) 0.0048(5) 0.0018(5) O3 0.0149(5) 0.0682(9) 0.0170(5) -0.0029(5) 0.0013(4) 0.0105(5) C3 0.0133(6) 0.0226(7) 0.0170(7) -0.0036(5) 0.0030(5) -0.0006(5) 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O1 180.00(4) . 5_666 ? O1 Mn1 Cl2 92.11(2) . . ? O1 Mn1 Cl2 87.89(2) 5_666 . ? O1 Mn1 Cl2 87.89(2) . 5_666 ? O1 Mn1 Cl2 92.11(2) 5_666 5_666 ? Cl2 Mn1 Cl2 180.0 . 5_666 ? O1 Mn1 Cl1 85.19(3) . 5_666 ? O1 Mn1 Cl1 94.81(3) 5_666 5_666 ? Cl2 Mn1 Cl1 88.350(10) . 5_666 ? Cl2 Mn1 Cl1 91.651(10) 5_666 5_666 ? O1 Mn1 Cl1 94.81(3) . . ? O1 Mn1 Cl1 85.19(3) 5_666 . ? Cl2 Mn1 Cl1 91.650(10) . . ? Cl2 Mn1 Cl1 88.349(10) 5_666 . ? Cl1 Mn1 Cl1 180.0 5_666 . ? Mn1 O1 H1 114.8(13) . . ? Mn1 O1 H2 116.1(14) . . ? H1 O1 H2 108.6(19) . . ? C1 N1 H1C 110.9(12) . . ? C1 N1 H1D 107.6(11) . . ? H1C N1 H1D 108.0(16) . . ? C1 N1 H1E 111.5(11) . . ? H1C N1 H1E 109.2(16) . . ? H1D N1 H1E 109.7(14) . . ? N1 C1 C2 110.85(11) . . ? N1 C1 H1A 105.6(9) . . ? C2 C1 H1A 112.5(9) . . ? N1 C1 H1B 105.1(9) . . ? C2 C1 H1B 111.7(9) . . ? H1A C1 H1B 110.7(13) . . ? C3 C2 C1 111.26(11) . . ? C3 C2 H2A 107.1(10) . . ? C1 C2 H2A 110.3(10) . . ? C3 C2 H2B 108.3(11) . . ? C1 C2 H2B 111.8(11) . . ? H2A C2 H2B 107.8(14) . . ? C3 O3 H3 109.5 . . ? O2 C3 O3 124.11(13) . . ? O2 C3 C2 123.49(12) . . ? O3 C3 C2 112.41(12) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O1 2.2248(9) . ? Mn1 O1 2.2248(9) 5_666 ? Mn1 Cl2 2.4732(3) . ? Mn1 Cl2 2.4732(3) 5_666 ? Mn1 Cl1 2.5657(3) 5_666 ? Mn1 Cl1 2.5657(3) . ? O1 H1 0.82(2) . ? O1 H2 0.79(2) . ? N1 C1 1.4901(16) . ? N1 H1C 0.88(2) . ? N1 H1D 0.874(19) . ? N1 H1E 0.834(19) . ? C1 C2 1.5076(18) . ? C1 H1A 0.992(17) . ? C1 H1B 0.982(18) . ? O2 C3 1.2082(17) . ? C2 C3 1.5022(18) . ? C2 H2A 0.929(18) . ? C2 H2B 0.894(19) . ? O3 C3 1.3156(17) . ? O3 H3 0.8400 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O1 H2 O2 0.79(2) 1.95(2) 2.7335(14) 173.1(18) . yes O3 H3 Cl1 0.84 2.30 3.1003(11) 158.8 5_666 yes O1 H1 Cl1 0.82(2) 2.36(2) 3.1666(10) 166.2(17) 2_655 yes N1 H1D Cl2 0.874(19) 2.385(18) 3.1741(12) 150.2(14) 4_545 yes N1 H1E Cl2 0.834(19) 2.929(16) 3.3186(11) 110.8(13) 8_465 yes N1 H1E O1 0.834(19) 2.162(19) 2.9677(15) 162.3(15) 4 yes N1 H1C Cl1 0.88(2) 2.495(19) 3.3221(12) 156.0(16) 3_445 yes O1 H1 Cl1 0.82(2) 2.36(2) 3.1666(10) 166.2(17) 2_655 yes N1 H1C Cl1 0.88(2) 2.495(19) 3.3221(12) 156.0(16) 3_445 yes N1 H1D Cl2 0.874(19) 2.385(18) 3.1741(12) 150.2(14) 4_545 yes N1 H1E O1 0.834(19) 2.162(19) 2.9677(15) 162.3(15) 4 yes N1 H1E Cl2 0.834(19) 2.929(16) 3.3186(11) 110.8(13) 8_465 yes O1 H2 O2 0.79(2) 1.95(2) 2.7335(14) 173.1(18) . yes O3 H3 Cl1 0.84 2.30 3.1003(11) 158.8 5_666 yes O3 H3 Cl1 0.84 2.30 3.1003(11) 158.8 5_666 yes O1 H1 Cl1 0.82(2) 2.36(2) 3.1666(10) 166.2(17) 2_655 yes N1 H1C Cl1 0.88(2) 2.495(19) 3.3221(12) 156.0(16) 3_445 yes N1 H1D Cl2 0.874(19) 2.385(18) 3.1741(12) 150.2(14) 4_545 yes N1 H1E O1 0.834(19) 2.162(19) 2.9677(15) 162.3(15) 4 yes N1 H1E Cl2 0.834(19) 2.929(16) 3.3186(11) 110.8(13) 8_465 yes O1 H2 O2 0.79(2) 1.95(2) 2.7335(14) 173.1(18) . yes 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 174.58(11) . . . . ? C1 C2 C3 O2 21.7(2) . . . . ? C1 C2 C3 O3 -158.34(12) . . . . ?