#------------------------------------------------------------------------------
#$Date: 2019-11-28 16:39:24 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244119 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/83/7238330.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_7238330
loop_
_publ_author_name
'Yao, Ru-Xin'
'Hao, Zheng-Ming'
'Guo, Cai-Hong'
'Zhang, Xian-Ming'
_publ_section_title
;
 Enantiomers of conformation-flexible
 cyclopentane-1,2,3,4-tetracarboxylate in metal--organic frameworks
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              4416
_journal_paper_doi               10.1039/c0ce00144a
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C21 H18 Mn2 N2 O10'
_chemical_formula_weight         568.25
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.7390(10)
_cell_angle_beta                 103.4510(10)
_cell_angle_gamma                104.0860(10)
_cell_formula_units_Z            2
_cell_length_a                   8.8979(3)
_cell_length_b                   9.3724(3)
_cell_length_c                   13.7369(5)
_cell_measurement_reflns_used    5349
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.45
_cell_measurement_theta_min      2.24
_cell_volume                     1077.72(6)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SAINT (Bruker, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker Apex CCD Diffractometer'
_diffrn_measurement_method       'φ and ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0126
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7543
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    1.235
_exptl_absorpt_correction_T_max  0.8268
_exptl_absorpt_correction_T_min  0.5244
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1997'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4627
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0325
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0522P)²+0.5260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0897
_reflns_number_gt                4204
_reflns_number_total             4627
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00144a.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7238330
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Mn1 Mn 1.69139(3) 1.22594(3) 0.46225(2) 0.02402(9) Uani 1 1 d .
Mn2 Mn 1.88245(3) 1.24475(3) 0.25346(2) 0.02446(9) Uani 1 1 d .
O1 O 1.88001(19) 0.46724(15) 0.29529(11) 0.0333(3) Uani 1 1 d .
O2 O 1.67673(17) 0.41306(15) 0.36851(12) 0.0329(3) Uani 1 1 d .
O3 O 2.05093(17) 0.71075(19) 0.50642(11) 0.0379(4) Uani 1 1 d .
O4 O 1.92714(17) 0.75589(17) 0.62217(10) 0.0333(3) Uani 1 1 d .
O5 O 1.55439(17) 0.79841(15) 0.54656(11) 0.0312(3) Uani 1 1 d .
O6 O 1.67819(18) 1.03609(15) 0.54858(11) 0.0311(3) Uani 1 1 d .
O7 O 1.69746(18) 1.11437(14) 0.32055(11) 0.0312(3) Uani 1 1 d .
O8 O 1.7454(3) 0.98307(19) 0.20673(15) 0.0637(6) Uani 1 1 d .
O1W O 1.7634(2) 1.36591(18) 0.60505(13) 0.0420(4) Uani 1 1 d .
H14A H 1.8467 1.4233 0.6423 0.050 Uiso 1 1 d R
H15A H 1.7113 1.3156 0.6431 0.050 Uiso 1 1 d R
O2W O 1.65086(19) 1.57668(17) 0.67737(13) 0.0403(4) Uani 1 1 d .
H16A H 1.5656 1.6026 0.6400 0.048 Uiso 1 1 d R
H17A H 1.6988 1.6212 0.7390 0.048 Uiso 1 1 d R
N1 N 1.8102(2) 1.3071(2) 0.09469(13) 0.0365(4) Uani 1 1 d .
N2 N 2.0506(2) 1.1792(2) 0.16683(14) 0.0357(4) Uani 1 1 d .
C1 C 1.7838(2) 0.66644(19) 0.34714(14) 0.0225(4) Uani 1 1 d .
H1A H 1.8804 0.7261 0.3309 0.027 Uiso 1 1 calc R
C2 C 1.7783(2) 0.71458(19) 0.45260(13) 0.0212(3) Uani 1 1 d .
H2A H 1.6912 0.6440 0.4721 0.025 Uiso 1 1 calc R
C3 C 1.7364(2) 0.86431(19) 0.44198(13) 0.0206(3) Uani 1 1 d .
H3A H 1.8349 0.9419 0.4472 0.025 Uiso 1 1 calc R
C4 C 1.6288(2) 0.85217(19) 0.33207(14) 0.0230(4) Uani 1 1 d .
H4A H 1.5185 0.8468 0.3349 0.028 Uiso 1 1 calc R
C5 C 1.6356(2) 0.7061(2) 0.28206(14) 0.0262(4) Uani 1 1 d .
H5A H 1.5397 0.6293 0.2809 0.031 Uiso 1 1 calc R
H5B H 1.6460 0.7188 0.2138 0.031 Uiso 1 1 calc R
C6 C 1.7798(2) 0.5031(2) 0.33615(14) 0.0236(4) Uani 1 1 d .
C7 C 1.9313(2) 0.7270(2) 0.53229(14) 0.0235(4) Uani 1 1 d .
C8 C 1.6508(2) 0.9029(2) 0.51887(14) 0.0235(4) Uani 1 1 d .
C9 C 1.6912(2) 0.9886(2) 0.28093(15) 0.0266(4) Uani 1 1 d .
C10 C 1.6944(4) 1.3733(3) 0.0603(2) 0.0579(8) Uani 1 1 d .
H6A H 1.6320 1.3899 0.1028 0.069 Uiso 1 1 calc R
C11 C 1.6623(5) 1.4191(4) -0.0374(2) 0.0727(10) Uani 1 1 d .
H7A H 1.5804 1.4656 -0.0586 0.087 Uiso 1 1 calc R
C12 C 1.7503(4) 1.3956(4) -0.1000(2) 0.0662(9) Uani 1 1 d .
H8A H 1.7303 1.4266 -0.1648 0.079 Uiso 1 1 calc R
C13 C 1.8721(4) 1.3247(3) -0.06804(18) 0.0509(7) Uani 1 1 d .
C14 C 1.9702(5) 1.2938(4) -0.1304(2) 0.0672(9) Uani 1 1 d .
H9A H 1.9534 1.3218 -0.1960 0.081 Uiso 1 1 calc R
C15 C 2.0854(5) 1.2257(4) -0.0962(2) 0.0689(9) Uani 1 1 d .
H10A H 2.1455 1.2050 -0.1392 0.083 Uiso 1 1 calc R
C16 C 2.1192(3) 1.1835(3) 0.0054(2) 0.0511(6) Uani 1 1 d .
C17 C 2.2407(4) 1.1151(4) 0.0447(3) 0.0659(9) Uani 1 1 d .
H11A H 2.3045 1.0934 0.0047 0.079 Uiso 1 1 calc R
C18 C 2.2650(4) 1.0807(4) 0.1414(3) 0.0661(9) Uani 1 1 d .
H12A H 2.3462 1.0358 0.1685 0.079 Uiso 1 1 calc R
C19 C 2.1661(3) 1.1135(3) 0.2009(2) 0.0501(6) Uani 1 1 d .
H13A H 2.1831 1.0877 0.2670 0.060 Uiso 1 1 calc R
C20 C 2.0268(3) 1.2139(2) 0.06969(17) 0.0370(5) Uani 1 1 d .
C21 C 1.9005(3) 1.2835(2) 0.03230(16) 0.0375(5) Uani 1 1 d .
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'
Mn Mn 0.3368 0.7283 '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
O5 Mn1 O6 87.90(6) 2_876 .
O5 Mn1 O3 167.95(6) 2_876 2_976
O6 Mn1 O3 95.26(6) . 2_976
O5 Mn1 O2 86.22(5) 2_876 1_565
O6 Mn1 O2 173.84(6) . 1_565
O3 Mn1 O2 90.88(6) 2_976 1_565
O5 Mn1 O7 104.74(6) 2_876 .
O6 Mn1 O7 96.73(5) . .
O3 Mn1 O7 86.47(6) 2_976 .
O2 Mn1 O7 83.01(5) 1_565 .
O5 Mn1 O1W 92.21(6) 2_876 .
O6 Mn1 O1W 88.39(6) . .
O3 Mn1 O1W 76.30(6) 2_976 .
O2 Mn1 O1W 93.67(6) 1_565 .
O7 Mn1 O1W 162.42(6) . .
O4 Mn2 O1 92.41(6) 2_976 1_565
O4 Mn2 O7 94.81(6) 2_976 .
O1 Mn2 O7 101.50(5) 1_565 .
O4 Mn2 N1 146.43(7) 2_976 .
O1 Mn2 N1 84.84(6) 1_565 .
O7 Mn2 N1 118.56(7) . .
O4 Mn2 N2 82.31(6) 2_976 .
O1 Mn2 N2 126.08(6) 1_565 .
O7 Mn2 N2 132.37(6) . .
N1 Mn2 N2 72.73(7) . .
O4 Mn2 O8 105.04(7) 2_976 .
O1 Mn2 O8 151.06(7) 1_565 .
O7 Mn2 O8 54.90(5) . .
N1 Mn2 O8 92.46(7) . .
N2 Mn2 O8 79.82(7) . .
C6 O1 Mn2 125.86(13) . 1_545
C6 O2 Mn1 132.16(13) . 1_545
C7 O3 Mn1 145.83(14) . 2_976
C7 O4 Mn2 122.87(12) . 2_976
C8 O5 Mn1 128.25(12) . 2_876
C8 O6 Mn1 128.86(13) . .
C9 O7 Mn2 97.21(12) . .
C9 O7 Mn1 142.28(13) . .
Mn2 O7 Mn1 111.53(6) . .
C9 O8 Mn2 85.91(13) . .
C10 N1 C21 118.2(2) . .
C10 N1 Mn2 125.30(18) . .
C21 N1 Mn2 116.37(15) . .
C19 N2 C20 117.4(2) . .
C19 N2 Mn2 127.54(17) . .
C20 N2 Mn2 115.02(15) . .
C2 C1 C6 112.23(15) . .
C2 C1 C5 101.79(14) . .
C6 C1 C5 113.70(15) . .
C7 C2 C1 114.75(15) . .
C7 C2 C3 111.06(14) . .
C1 C2 C3 104.71(14) . .
C8 C3 C2 114.62(14) . .
C8 C3 C4 111.14(14) . .
C2 C3 C4 104.30(14) . .
C9 C4 C5 114.50(16) . .
C9 C4 C3 108.54(15) . .
C5 C4 C3 105.69(14) . .
C1 C5 C4 105.35(15) . .
O2 C6 O1 124.26(17) . .
O2 C6 C1 117.55(16) . .
O1 C6 C1 118.19(17) . .
O3 C7 O4 124.66(18) . .
O3 C7 C2 118.93(17) . .
O4 C7 C2 116.41(16) . .
O6 C8 O5 124.55(18) . .
O6 C8 C3 118.04(16) . .
O5 C8 C3 117.39(16) . .
O8 C9 O7 118.91(18) . .
O8 C9 C4 122.49(18) . .
O7 C9 C4 118.43(17) . .
N1 C10 C11 122.8(3) . .
C12 C11 C10 119.6(3) . .
C11 C12 C13 119.9(3) . .
C12 C13 C21 117.7(3) . .
C12 C13 C14 123.5(3) . .
C21 C13 C14 118.8(3) . .
C15 C14 C13 121.2(3) . .
C14 C15 C16 121.7(3) . .
C17 C16 C20 117.7(3) . .
C17 C16 C15 123.5(3) . .
C20 C16 C15 118.8(3) . .
C18 C17 C16 119.5(3) . .
C17 C18 C19 119.5(3) . .
N2 C19 C18 122.9(3) . .
N2 C20 C16 123.0(2) . .
N2 C20 C21 117.50(19) . .
C16 C20 C21 119.5(2) . .
N1 C21 C13 121.8(2) . .
N1 C21 C20 118.27(19) . .
C13 C21 C20 119.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O5 2.1172(14) 2_876
Mn1 O6 2.1457(14) .
Mn1 O3 2.1601(15) 2_976
Mn1 O2 2.2004(14) 1_565
Mn1 O7 2.2157(14) .
Mn1 O1W 2.2179(16) .
Mn2 O4 2.1089(14) 2_976
Mn2 O1 2.1623(14) 1_565
Mn2 O7 2.1926(15) .
Mn2 N1 2.2529(18) .
Mn2 N2 2.2999(19) .
Mn2 O8 2.4604(19) .
O1 C6 1.263(2) .
O1 Mn2 2.1623(14) 1_545
O2 C6 1.254(2) .
O2 Mn1 2.2004(14) 1_545
O3 C7 1.239(2) .
O3 Mn1 2.1601(14) 2_976
O4 C7 1.272(2) .
O4 Mn2 2.1089(14) 2_976
O5 C8 1.262(2) .
O5 Mn1 2.1172(14) 2_876
O6 C8 1.256(2) .
O7 C9 1.275(2) .
O8 C9 1.231(3) .
N1 C10 1.327(3) .
N1 C21 1.353(3) .
N2 C19 1.322(3) .
N2 C20 1.358(3) .
C1 C2 1.527(2) .
C1 C6 1.528(2) .
C1 C5 1.541(3) .
C2 C7 1.514(3) .
C2 C3 1.537(2) .
C3 C8 1.525(2) .
C3 C4 1.575(2) .
C4 C9 1.515(3) .
C4 C5 1.544(2) .
C10 C11 1.401(4) .
C11 C12 1.340(5) .
C12 C13 1.394(5) .
C13 C21 1.419(3) .
C13 C14 1.430(4) .
C14 C15 1.335(5) .
C15 C16 1.440(4) .
C16 C17 1.395(5) .
C16 C20 1.408(3) .
C17 C18 1.351(5) .
C18 C19 1.414(4) .
C20 C21 1.431(3) .
