#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:23:19 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/01/7210140.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_7210140
loop_
_publ_author_name
'Wang, Ping'
'Fan, Rui-Qing'
'Yang, Yu-Lin'
'Liu, Xin-Rong'
'Xiao, Peng'
'Li, Xin-Yu'
'Hasi, Wuliji'
'Cao, Wen-Wu'
_publ_section_title
;
 1-D helical chain, 2-D layered network and 3-D porous lanthanide--organic
 frameworks based on multiple coordination sites of
 benzimidazole-5,6-dicarboxylic acid: synthesis, crystal structure,
 photoluminescence and thermal stability
;
_journal_issue                   22
_journal_name_full               CrystEngComm
_journal_page_first              4489
_journal_paper_doi               10.1039/c3ce40184g
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C18 H21 N4 O14 Sm'
_chemical_formula_weight         667.74
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.80(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.241(2)
_cell_length_b                   9.0060(18)
_cell_length_c                   23.169(5)
_cell_measurement_reflns_used    16457
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      1.76
_cell_volume                     2337.3(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            16457
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.76
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.593
_exptl_absorpt_correction_T_max  0.7292
_exptl_absorpt_correction_T_min  0.6970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1324
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4336
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0231
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0410P)²+0.9508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0644
_reflns_number_gt                3935
_reflns_number_total             4336
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40184g.txt
_cod_data_source_block           1
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P2(1)/c '
_cod_database_code               7210140
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sm1 Sm 0.202491(12) 0.337852(16) 0.264867(6) 0.01965(7) Uani 1 1 d .
O1 O 0.2049(2) 0.3771(2) 0.15771(9) 0.0308(5) Uani 1 1 d .
O2 O 0.10716(19) 0.5383(2) 0.20724(9) 0.0312(5) Uani 1 1 d .
O3 O 0.0210(2) 0.3542(2) 0.31757(11) 0.0334(5) Uani 1 1 d .
O4 O 0.12876(19) 0.1511(2) 0.33358(10) 0.0286(5) Uani 1 1 d .
O5 O 0.3040(2) 0.3604(2) 0.36255(11) 0.0389(6) Uani 1 1 d .
O6 O 0.24798(19) 0.5738(2) 0.32424(9) 0.0302(5) Uani 1 1 d .
O7 O 0.4861(3) 0.8609(3) 0.34428(12) 0.0461(7) Uani 1 1 d .
H7 H 0.5122 0.8703 0.3125 0.069 Uiso 1 1 calc R
O8 O 0.5190(2) 0.6199(3) 0.32817(10) 0.0355(5) Uani 1 1 d .
O9 O 0.3975(2) 0.4324(3) 0.24671(12) 0.0550(8) Uani 1 1 d .
H9B H 0.3973 0.5265 0.2491 0.082 Uiso 1 1 d R
H9C H 0.4494 0.3972 0.2718 0.082 Uiso 1 1 d R
O10 O 0.3177(2) 0.1196(3) 0.24951(11) 0.0360(5) Uani 1 1 d .
H10A H 0.2872 0.0739 0.2197 0.054 Uiso 1 1 d R
H10C H 0.3889 0.1445 0.2443 0.054 Uiso 1 1 d R
O11 O 0.0467(2) 0.1750(3) 0.21288(11) 0.0385(6) Uani 1 1 d .
H11A H 0.0653 0.1589 0.1786 0.058 Uiso 1 1 d R
H11B H 0.0433 0.0929 0.2308 0.058 Uiso 1 1 d R
N1 N 0.3350(2) 0.5978(3) 0.57761(11) 0.0321(6) Uani 1 1 d .
H1A H 0.2844 0.5388 0.5915 0.039 Uiso 1 1 calc R
N2 N 0.4711(2) 0.7699(3) 0.57329(11) 0.0339(6) Uani 1 1 d .
N3 N 0.1670(2) 0.6129(3) -0.05018(11) 0.0311(6) Uani 1 1 d .
H3A H 0.2168 0.5509 -0.0629 0.037 Uiso 1 1 calc R
N4 N 0.0360(2) 0.8004(3) -0.05064(12) 0.0339(6) Uani 1 1 d .
C1 C 0.1068(3) 0.7194(4) -0.08104(14) 0.0358(8) Uani 1 1 d .
H1B H 0.1142 0.7349 -0.1203 0.043 Uiso 1 1 calc R
C2 C 0.1337(3) 0.6222(4) 0.00580(13) 0.0254(7) Uani 1 1 d .
C3 C 0.1641(3) 0.5404(3) 0.05542(13) 0.0265(7) Uani 1 1 d .
H3B H 0.2195 0.4637 0.0555 0.032 Uiso 1 1 calc R
C4 C 0.1091(3) 0.5769(3) 0.10508(13) 0.0245(6) Uani 1 1 d .
C5 C 0.0260(3) 0.6961(3) 0.10410(13) 0.0251(6) Uani 1 1 d .
C6 C -0.0009(3) 0.7786(4) 0.05466(13) 0.0291(7) Uani 1 1 d .
H6A H -0.0531 0.8586 0.0548 0.035 Uiso 1 1 calc R
C7 C 0.0514(3) 0.7399(4) 0.00462(13) 0.0267(7) Uani 1 1 d .
C8 C 0.1417(3) 0.4926(3) 0.15958(12) 0.0235(6) Uani 1 1 d .
C9 C 0.0443(3) 0.2340(4) 0.34532(13) 0.0265(7) Uani 1 1 d .
C10 C 0.4047(3) 0.6932(4) 0.60772(15) 0.0370(8) Uani 1 1 d .
H10B H 0.4071 0.7051 0.6477 0.044 Uiso 1 1 calc R
C11 C 0.3573(3) 0.6093(4) 0.51997(14) 0.0265(7) Uani 1 1 d .
C12 C 0.3117(3) 0.5333(3) 0.47077(13) 0.0266(7) Uani 1 1 d .
H12A H 0.2556 0.4581 0.4730 0.032 Uiso 1 1 calc R
C13 C 0.3529(2) 0.5738(3) 0.41858(13) 0.0238(6) Uani 1 1 d .
C14 C 0.4382(3) 0.6890(3) 0.41526(13) 0.0230(6) Uani 1 1 d .
C15 C 0.4840(3) 0.7617(3) 0.46439(13) 0.0278(7) Uani 1 1 d .
H15A H 0.5408 0.8363 0.4625 0.033 Uiso 1 1 calc R
C16 C 0.4430(3) 0.7202(4) 0.51667(13) 0.0263(7) Uani 1 1 d .
C17 C 0.2990(2) 0.4993(3) 0.36452(13) 0.0249(6) Uani 1 1 d .
C18 C 0.4842(3) 0.7256(4) 0.35749(14) 0.0276(7) Uani 1 1 d .
OW1 O 0.1752(3) 0.1017(3) 0.10655(13) 0.0618(8) Uani 1 1 d .
HW1A H 0.1598 0.1620 0.0787 0.093 Uiso 1 1 d R
HW1C H 0.1194 0.0381 0.1069 0.093 Uiso 1 1 d R
OW2 O 0.34416(19) 0.0463(2) 0.39586(9) 0.0332(5) Uani 1 1 d .
HW2A H 0.4042 0.0173 0.3789 0.050 Uiso 1 1 d R
HW2C H 0.2862 0.0634 0.3708 0.050 Uiso 1 1 d R
OW3 O 0.2436(4) -0.1648(3) 0.23512(19) 0.0847(12) Uani 1 1 d .
HW3A H 0.2588 -0.2081 0.2675 0.127 Uiso 1 1 d R
HW3B H 0.1792 -0.1992 0.2185 0.127 Uiso 1 1 d R
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'
Sm Sm -0.1638 3.4418 '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
O10 Sm1 O9 75.78(9) . .
O10 Sm1 O2 138.05(8) . .
O9 Sm1 O2 90.42(9) . .
O10 Sm1 O5 89.39(8) . .
O9 Sm1 O5 76.90(9) . .
O2 Sm1 O5 126.31(7) . .
O10 Sm1 O3 126.99(7) . .
O9 Sm1 O3 149.64(8) . .
O2 Sm1 O3 83.29(7) . .
O5 Sm1 O3 83.04(9) . .
O10 Sm1 O4 75.83(8) . .
O9 Sm1 O4 134.37(9) . .
O2 Sm1 O4 133.74(7) . .
O5 Sm1 O4 67.83(8) . .
O3 Sm1 O4 52.73(7) . .
O10 Sm1 O1 85.29(8) . .
O9 Sm1 O1 72.17(9) . .
O2 Sm1 O1 52.78(7) . .
O5 Sm1 O1 148.99(9) . .
O3 Sm1 O1 123.97(8) . .
O4 Sm1 O1 139.01(8) . .
O10 Sm1 O11 79.25(8) . .
O9 Sm1 O11 136.60(8) . .
O2 Sm1 O11 85.02(8) . .
O5 Sm1 O11 137.83(8) . .
O3 Sm1 O11 72.57(8) . .
O4 Sm1 O11 70.02(8) . .
O1 Sm1 O11 70.90(8) . .
O10 Sm1 O6 132.42(8) . .
O9 Sm1 O6 70.03(8) . .
O2 Sm1 O6 74.86(7) . .
O5 Sm1 O6 51.66(7) . .
O3 Sm1 O6 79.67(7) . .
O4 Sm1 O6 106.12(7) . .
O1 Sm1 O6 113.37(7) . .
O11 Sm1 O6 147.36(7) . .
O10 Sm1 C9 101.73(9) . .
O9 Sm1 C9 148.83(9) . .
O2 Sm1 C9 109.41(8) . .
O5 Sm1 C9 71.98(9) . .
O3 Sm1 C9 26.63(8) . .
O4 Sm1 C9 26.23(8) . .
O1 Sm1 C9 138.99(8) . .
O11 Sm1 C9 70.91(8) . .
O6 Sm1 C9 91.63(8) . .
O10 Sm1 C8 111.63(9) . .
O9 Sm1 C8 80.48(10) . .
O2 Sm1 C8 26.43(8) . .
O5 Sm1 C8 144.10(8) . .
O3 Sm1 C8 104.24(8) . .
O4 Sm1 C8 143.73(8) . .
O1 Sm1 C8 26.35(7) . .
O11 Sm1 C8 76.53(8) . .
O6 Sm1 C8 94.43(8) . .
C9 Sm1 C8 127.29(9) . .
O10 Sm1 C17 111.29(9) . .
O9 Sm1 C17 70.98(8) . .
O2 Sm1 C17 100.66(8) . .
O5 Sm1 C17 25.82(8) . .
O3 Sm1 C17 81.02(8) . .
O4 Sm1 C17 87.23(8) . .
O1 Sm1 C17 133.72(8) . .
O11 Sm1 C17 152.19(8) . .
O6 Sm1 C17 25.85(8) . .
C9 Sm1 C17 81.60(8) . .
C8 Sm1 C17 119.38(9) . .
C8 O1 Sm1 91.68(17) . .
C8 O2 Sm1 94.79(17) . .
C9 O3 Sm1 93.18(17) . .
C9 O4 Sm1 91.99(18) . .
C17 O5 Sm1 95.57(19) . .
C17 O6 Sm1 90.84(18) . .
C18 O7 H7 109.5 . .
Sm1 O9 H9B 109.4 . .
Sm1 O9 H9C 109.2 . .
H9B O9 H9C 109.5 . .
Sm1 O10 H10A 109.3 . .
Sm1 O10 H10C 109.3 . .
H10A O10 H10C 109.5 . .
Sm1 O11 H11A 109.3 . .
Sm1 O11 H11B 109.3 . .
H11A O11 H11B 109.5 . .
C10 N1 C11 108.3(3) . .
C10 N1 H1A 125.9 . .
C11 N1 H1A 125.9 . .
C10 N2 C16 107.6(3) . .
C1 N3 C2 107.0(3) . .
C1 N3 H3A 126.5 . .
C2 N3 H3A 126.5 . .
C1 N4 C7 103.9(3) . .
N4 C1 N3 114.1(3) . .
N4 C1 H1B 123.0 . .
N3 C1 H1B 123.0 . .
N3 C2 C3 132.8(3) . .
N3 C2 C7 104.9(3) . .
C3 C2 C7 122.3(3) . .
C2 C3 C4 117.7(3) . .
C2 C3 H3B 121.1 . .
C4 C3 H3B 121.1 . .
C3 C4 C5 120.2(3) . .
C3 C4 C8 119.0(3) . .
C5 C4 C8 120.8(3) . .
C6 C5 C4 121.2(3) . .
C6 C5 C9 115.6(3) . 2
C4 C5 C9 123.0(3) . 2
C5 C6 C7 118.7(3) . .
C5 C6 H6A 120.6 . .
C7 C6 H6A 120.6 . .
C6 C7 N4 130.0(3) . .
C6 C7 C2 119.8(3) . .
N4 C7 C2 110.2(3) . .
O1 C8 O2 120.8(3) . .
O1 C8 C4 119.3(3) . .
O2 C8 C4 119.9(3) . .
O1 C8 Sm1 61.97(15) . .
O2 C8 Sm1 58.79(15) . .
C4 C8 Sm1 178.7(2) . .
O4 C9 O3 121.5(3) . .
O4 C9 C5 119.3(3) . 2_545
O3 C9 C5 119.1(3) . 2_545
O4 C9 Sm1 61.78(16) . .
O3 C9 Sm1 60.19(15) . .
C5 C9 Sm1 169.5(2) 2_545 .
N1 C10 N2 111.0(3) . .
N1 C10 H10B 124.5 . .
N2 C10 H10B 124.5 . .
N1 C11 C12 132.1(3) . .
N1 C11 C16 106.8(3) . .
C12 C11 C16 121.1(3) . .
C13 C12 C11 117.4(3) . .
C13 C12 H12A 121.3 . .
C11 C12 H12A 121.3 . .
C12 C13 C14 121.2(3) . .
C12 C13 C17 118.1(3) . .
C14 C13 C17 120.5(3) . .
C15 C14 C13 120.7(3) . .
C15 C14 C18 119.8(3) . .
C13 C14 C18 119.4(3) . .
C14 C15 C16 117.8(3) . .
C14 C15 H15A 121.1 . .
C16 C15 H15A 121.1 . .
C15 C16 C11 121.6(3) . .
C15 C16 N2 132.1(3) . .
C11 C16 N2 106.3(3) . .
O6 C17 O5 121.9(3) . .
O6 C17 C13 120.7(3) . .
O5 C17 C13 117.3(3) . .
O6 C17 Sm1 63.31(16) . .
O5 C17 Sm1 58.60(16) . .
C13 C17 Sm1 175.9(2) . .
O8 C18 O7 126.3(3) . .
O8 C18 C14 117.4(3) . .
O7 C18 C14 116.2(3) . .
HW1A OW1 HW1C 109.5 . .
HW2A OW2 HW2C 109.5 . .
HW3A OW3 HW3B 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sm1 O10 2.397(2) .
Sm1 O9 2.421(2) .
Sm1 O2 2.439(2) .
Sm1 O5 2.456(2) .
Sm1 O3 2.468(2) .
Sm1 O4 2.504(2) .
Sm1 O1 2.510(2) .
Sm1 O11 2.513(2) .
Sm1 O6 2.559(2) .
Sm1 C9 2.840(3) .
Sm1 C8 2.842(3) .
Sm1 C17 2.864(3) .
O1 C8 1.262(4) .
O2 C8 1.269(4) .
O3 C9 1.275(4) .
O4 C9 1.256(4) .
O5 C17 1.254(4) .
O6 C17 1.249(4) .
O7 C18 1.257(4) .
O7 H7 0.8200 .
O8 C18 1.251(4) .
O9 H9B 0.8498 .
O9 H9C 0.8498 .
O10 H10A 0.8500 .
O10 H10C 0.8500 .
O11 H11A 0.8500 .
O11 H11B 0.8500 .
N1 C10 1.322(4) .
N1 C11 1.383(4) .
N1 H1A 0.8600 .
N2 C10 1.331(4) .
N2 C16 1.397(4) .
N3 C1 1.345(4) .
N3 C2 1.382(4) .
N3 H3A 0.8600 .
N4 C1 1.325(4) .
N4 C7 1.389(4) .
C1 H1B 0.9300 .
C2 C3 1.384(4) .
C2 C7 1.405(4) .
C3 C4 1.391(4) .
C3 H3B 0.9300 .
C4 C5 1.422(4) .
C4 C8 1.493(4) .
C5 C6 1.377(4) .
C5 C9 1.506(4) 2
C6 C7 1.387(4) .
C6 H6A 0.9300 .
C9 C5 1.506(4) 2_545
C10 H10B 0.9300 .
C11 C12 1.390(4) .
C11 C16 1.394(4) .
C12 C13 1.380(4) .
C12 H12A 0.9300 .
C13 C14 1.419(4) .
C13 C17 1.503(4) .
C14 C15 1.375(4) .
C14 C18 1.511(4) .
C15 C16 1.383(4) .
C15 H15A 0.9300 .
OW1 HW1A 0.8497 .
OW1 HW1C 0.8501 .
OW2 HW2A 0.8499 .
OW2 HW2C 0.8501 .
OW3 HW3A 0.8501 .
OW3 HW3B 0.8500 .
