#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:23:19 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/01/7210141.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_7210141
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 Gd N4 O14'
_chemical_formula_weight         674.64
_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                 94.84(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.227(2)
_cell_length_b                   8.9820(18)
_cell_length_c                   23.119(5)
_cell_measurement_reflns_used    22175
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.99
_cell_volume                     2323.0(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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            22175
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.99
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.936
_exptl_absorpt_correction_T_max  0.7558
_exptl_absorpt_correction_T_min  0.5000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.929
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1332
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.704
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.797
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.797
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0906
_refine_ls_wR_factor_ref         0.0962
_reflns_number_gt                4720
_reflns_number_total             5323
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40184g.txt
_cod_data_source_block           2
_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               7210141
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
Gd1 Gd 0.202119(12) 0.161742(15) 0.264910(6) 0.01780(8) Uani 1 1 d .
O1 O 0.1062(2) -0.0371(3) 0.20804(10) 0.0287(5) Uani 1 1 d .
O2 O 0.2046(2) 0.1245(3) 0.15841(10) 0.0281(5) Uani 1 1 d .
O3 O 0.0222(2) 0.1452(3) 0.31770(12) 0.0293(6) Uani 1 1 d .
O4 O 0.1296(2) 0.3489(3) 0.33297(11) 0.0258(5) Uani 1 1 d .
O5 O 0.2466(2) -0.0743(3) 0.32390(10) 0.0290(5) Uani 1 1 d .
O6 O 0.3056(3) 0.1406(3) 0.36125(12) 0.0365(6) Uani 1 1 d .
O7 O 0.4879(3) -0.3615(3) 0.34401(14) 0.0434(8) Uani 1 1 d .
O8 O 0.5180(2) -0.1197(3) 0.32789(12) 0.0342(6) Uani 1 1 d .
H8 H 0.5408 -0.1505 0.2973 0.051 Uiso 1 1 calc R
O9 O 0.3941(3) 0.0641(4) 0.24669(14) 0.0523(9) Uani 1 1 d .
H9A H 0.4104 0.0893 0.2128 0.078 Uiso 1 1 d R
H9B H 0.4469 0.0991 0.2715 0.078 Uiso 1 1 d R
O10 O 0.3169(2) 0.3765(3) 0.24921(13) 0.0320(5) Uani 1 1 d .
H10A H 0.2864 0.4224 0.2194 0.048 Uiso 1 1 d R
H10C H 0.3172 0.4332 0.2787 0.048 Uiso 1 1 d R
O11 O 0.0488(3) 0.3235(3) 0.21274(12) 0.0335(6) Uani 1 1 d .
H11B H -0.0188 0.2805 0.2114 0.050 Uiso 1 1 d R
H11C H 0.0451 0.4058 0.2307 0.050 Uiso 1 1 d R
N1 N 0.0364(3) -0.2997(4) -0.05036(13) 0.0319(6) Uani 1 1 d .
H1A H -0.0088 -0.3727 -0.0623 0.038 Uiso 1 1 calc R
N2 N 0.1680(3) -0.1123(4) -0.04993(12) 0.0286(6) Uani 1 1 d .
N3 N 0.3336(3) -0.0961(4) 0.57751(12) 0.0301(6) Uani 1 1 d .
N4 N 0.4699(3) -0.2682(4) 0.57307(12) 0.0301(6) Uani 1 1 d .
H4A H 0.5208 -0.3366 0.5837 0.036 Uiso 1 1 calc R
C1 C 0.1072(3) -0.2187(5) -0.08072(15) 0.0318(7) Uani 1 1 d .
H1B H 0.1143 -0.2341 -0.1201 0.038 Uiso 1 1 calc R
C2 C 0.0515(3) -0.2406(4) 0.00492(14) 0.0254(6) Uani 1 1 d .
C3 C -0.0011(3) -0.2799(4) 0.05488(15) 0.0283(7) Uani 1 1 d .
H3B H -0.0532 -0.3604 0.0550 0.034 Uiso 1 1 calc R
C4 C 0.0260(3) -0.1964(4) 0.10466(14) 0.0228(6) Uani 1 1 d .
C5 C 0.1088(3) -0.0772(4) 0.10572(13) 0.0225(6) Uani 1 1 d .
C6 C 0.1635(3) -0.0395(4) 0.05610(14) 0.0247(6) Uani 1 1 d .
H6A H 0.2179 0.0386 0.0562 0.030 Uiso 1 1 calc R
C7 C 0.1342(3) -0.1224(4) 0.00621(13) 0.0224(6) Uani 1 1 d .
C8 C 0.1417(3) 0.0081(4) 0.16011(14) 0.0228(6) Uani 1 1 d .
C9 C 0.0440(3) 0.2648(4) 0.34459(13) 0.0218(6) Uani 1 1 d .
C10 C 0.4045(4) -0.1927(5) 0.60792(16) 0.0350(8) Uani 1 1 d .
H10B H 0.4074 -0.2051 0.6479 0.042 Uiso 1 1 calc R
C11 C 0.3567(3) -0.1093(4) 0.51927(14) 0.0235(6) Uani 1 1 d .
C12 C 0.3115(3) -0.0320(4) 0.47043(14) 0.0257(6) Uani 1 1 d .
H12A H 0.2562 0.0445 0.4727 0.031 Uiso 1 1 calc R
C13 C 0.3524(3) -0.0740(4) 0.41815(13) 0.0219(6) Uani 1 1 d .
C14 C 0.4392(3) -0.1880(4) 0.41522(14) 0.0232(6) Uani 1 1 d .
C15 C 0.4850(3) -0.2620(4) 0.46445(14) 0.0254(6) Uani 1 1 d .
H15A H 0.5415 -0.3372 0.4626 0.030 Uiso 1 1 calc R
C16 C 0.4434(3) -0.2196(4) 0.51700(14) 0.0242(6) Uani 1 1 d .
C17 C 0.2985(3) 0.0015(4) 0.36411(14) 0.0235(6) Uani 1 1 d .
C18 C 0.4843(3) -0.2269(4) 0.35684(14) 0.0235(6) Uani 1 1 d .
OW1 O 0.1730(3) 0.1017(4) 0.60651(16) 0.0587(10) Uani 1 1 d .
HW1A H 0.2347 0.0491 0.6024 0.088 Uiso 1 1 d R
HW1C H 0.1605 0.1054 0.6422 0.088 Uiso 1 1 d R
OW2 O 0.3450(2) 0.4529(3) 0.39520(11) 0.0307(5) Uani 1 1 d .
HW2B H 0.2863 0.4361 0.3704 0.046 Uiso 1 1 d R
HW2C H 0.3263 0.5206 0.4184 0.046 Uiso 1 1 d R
OW3 O 0.2402(5) 0.6624(4) 0.2352(2) 0.0743(13) Uani 1 1 d .
HW3A H 0.2552 0.7059 0.2677 0.111 Uiso 1 1 d R
HW3B H 0.2971 0.6778 0.2139 0.111 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'
Gd Gd -0.1653 3.9035 '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 Gd1 O9 76.21(11) . .
O10 Gd1 O1 137.98(9) . .
O9 Gd1 O1 90.01(12) . .
O10 Gd1 O6 88.84(10) . .
O9 Gd1 O6 76.42(11) . .
O1 Gd1 O6 126.68(9) . .
O10 Gd1 O3 127.50(9) . .
O9 Gd1 O3 148.90(9) . .
O1 Gd1 O3 82.98(8) . .
O6 Gd1 O3 83.64(11) . .
O10 Gd1 O11 79.21(10) . .
O9 Gd1 O11 136.45(9) . .
O1 Gd1 O11 84.81(9) . .
O6 Gd1 O11 138.42(9) . .
O3 Gd1 O11 73.21(9) . .
O10 Gd1 O4 75.97(9) . .
O9 Gd1 O4 134.91(12) . .
O1 Gd1 O4 133.57(8) . .
O6 Gd1 O4 68.27(9) . .
O3 Gd1 O4 53.00(8) . .
O11 Gd1 O4 70.21(9) . .
O10 Gd1 O2 84.60(9) . .
O9 Gd1 O2 72.03(10) . .
O1 Gd1 O2 53.39(8) . .
O6 Gd1 O2 148.43(10) . .
O3 Gd1 O2 124.28(9) . .
O11 Gd1 O2 70.34(9) . .
O4 Gd1 O2 138.51(9) . .
O10 Gd1 O5 132.55(9) . .
O9 Gd1 O5 69.58(9) . .
O1 Gd1 O5 74.60(8) . .
O6 Gd1 O5 52.24(8) . .
O3 Gd1 O5 79.36(9) . .
O11 Gd1 O5 147.43(9) . .
O4 Gd1 O5 106.49(8) . .
O2 Gd1 O5 113.57(8) . .
O10 Gd1 C9 102.35(9) . .
O9 Gd1 C9 149.29(10) . .
O1 Gd1 C9 108.77(9) . .
O6 Gd1 C9 72.88(10) . .
O3 Gd1 C9 26.37(9) . .
O11 Gd1 C9 71.14(9) . .
O4 Gd1 C9 26.72(9) . .
O2 Gd1 C9 138.68(9) . .
O5 Gd1 C9 91.67(9) . .
O10 Gd1 C8 111.21(10) . .
O9 Gd1 C8 79.91(11) . .
O1 Gd1 C8 26.79(8) . .
O6 Gd1 C8 144.14(9) . .
O3 Gd1 C8 104.44(9) . .
O11 Gd1 C8 76.27(9) . .
O4 Gd1 C8 143.75(9) . .
O2 Gd1 C8 26.61(8) . .
O5 Gd1 C8 94.29(9) . .
C9 Gd1 C8 127.05(9) . .
O10 Gd1 C17 111.19(10) . .
O9 Gd1 C17 70.73(9) . .
O1 Gd1 C17 100.76(9) . .
O6 Gd1 C17 26.04(9) . .
O3 Gd1 C17 80.85(9) . .
O11 Gd1 C17 152.64(9) . .
O4 Gd1 C17 87.39(9) . .
O2 Gd1 C17 134.04(9) . .
O5 Gd1 C17 26.21(9) . .
C9 Gd1 C17 81.77(9) . .
C8 Gd1 C17 119.53(10) . .
C8 O1 Gd1 94.56(19) . .
C8 O2 Gd1 91.58(19) . .
C9 O3 Gd1 93.46(19) . .
C9 O4 Gd1 91.49(19) . .
C17 O5 Gd1 90.2(2) . .
C17 O6 Gd1 95.6(2) . .
C18 O8 H8 109.5 . .
Gd1 O9 H9A 109.3 . .
Gd1 O9 H9B 109.4 . .
H9A O9 H9B 109.5 . .
Gd1 O10 H10A 109.4 . .
Gd1 O10 H10C 109.4 . .
H10A O10 H10C 109.5 . .
Gd1 O11 H11B 109.4 . .
Gd1 O11 H11C 109.3 . .
H11B O11 H11C 109.5 . .
C1 N1 C2 104.3(3) . .
C1 N1 H1A 127.8 . .
C2 N1 H1A 127.8 . .
C1 N2 C7 106.4(3) . .
C10 N3 C11 107.5(3) . .
C10 N4 C16 108.9(3) . .
C10 N4 H4A 125.6 . .
C16 N4 H4A 125.6 . .
N1 C1 N2 114.3(3) . .
N1 C1 H1B 122.8 . .
N2 C1 H1B 122.8 . .
N1 C2 C3 130.2(3) . .
N1 C2 C7 109.8(3) . .
C3 C2 C7 120.0(3) . .
C4 C3 C2 118.4(3) . .
C4 C3 H3B 120.8 . .
C2 C3 H3B 120.8 . .
C3 C4 C5 121.4(3) . .
C3 C4 C9 115.4(3) . 2_545
C5 C4 C9 123.1(3) . 2_545
C6 C5 C4 120.4(3) . .
C6 C5 C8 118.4(3) . .
C4 C5 C8 121.2(3) . .
C5 C6 C7 117.7(3) . .
C5 C6 H6A 121.2 . .
C7 C6 H6A 121.2 . .
N2 C7 C6 132.7(3) . .
N2 C7 C2 105.2(3) . .
C6 C7 C2 122.1(3) . .
O2 C8 O1 120.5(3) . .
O2 C8 C5 119.9(3) . .
O1 C8 C5 119.7(3) . .
O2 C8 Gd1 61.82(17) . .
O1 C8 Gd1 58.65(16) . .
C5 C8 Gd1 178.2(2) . .
O3 C9 O4 121.6(3) . .
O3 C9 C4 119.4(3) . 2
O4 C9 C4 118.8(3) . 2
O3 C9 Gd1 60.17(17) . .
O4 C9 Gd1 61.79(16) . .
C4 C9 Gd1 169.4(2) 2 .
N4 C10 N3 110.4(3) . .
N4 C10 H10B 124.8 . .
N3 C10 H10B 124.8 . .
C12 C11 C16 122.4(3) . .
C12 C11 N3 131.1(3) . .
C16 C11 N3 106.5(3) . .
C13 C12 C11 116.8(3) . .
C13 C12 H12A 121.6 . .
C11 C12 H12A 121.6 . .
C12 C13 C14 121.3(3) . .
C12 C13 C17 117.6(3) . .
C14 C13 C17 121.0(3) . .
C15 C14 C13 121.2(3) . .
C15 C14 C18 119.5(3) . .
C13 C14 C18 119.3(3) . .
C14 C15 C16 117.3(3) . .
C14 C15 H15A 121.3 . .
C16 C15 H15A 121.3 . .
N4 C16 C15 132.3(3) . .
N4 C16 C11 106.7(3) . .
C15 C16 C11 121.0(3) . .
O6 C17 O5 122.0(3) . .
O6 C17 C13 118.1(3) . .
O5 C17 C13 120.0(3) . .
O6 C17 Gd1 58.33(18) . .
O5 C17 Gd1 63.64(18) . .
C13 C17 Gd1 176.4(2) . .
O7 C18 O8 127.1(3) . .
O7 C18 C14 117.0(3) . .
O8 C18 C14 115.9(3) . .
HW1A OW1 HW1C 109.5 . .
HW2B 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
Gd1 O10 2.365(3) .
Gd1 O9 2.397(3) .
Gd1 O1 2.417(2) .
Gd1 O6 2.431(3) .
Gd1 O3 2.451(3) .
Gd1 O11 2.486(3) .
Gd1 O4 2.486(2) .
Gd1 O2 2.487(2) .
Gd1 O5 2.547(3) .
Gd1 C9 2.820(3) .
Gd1 C8 2.821(3) .
Gd1 C17 2.843(3) .
O1 C8 1.275(4) .
O2 C8 1.264(4) .
O3 C9 1.255(4) .
O4 C9 1.269(4) .
O5 C17 1.255(4) .
O6 C17 1.254(4) .
O7 C18 1.247(4) .
O8 C18 1.249(4) .
O8 H8 0.8200 .
O9 H9A 0.8502 .
O9 H9B 0.8498 .
O10 H10A 0.8500 .
O10 H10C 0.8501 .
O11 H11B 0.8500 .
O11 H11C 0.8502 .
N1 C1 1.322(5) .
N1 C2 1.381(4) .
N1 H1A 0.8600 .
N2 C1 1.343(5) .
N2 C7 1.386(4) .
N3 C10 1.337(5) .
N3 C11 1.398(4) .
N4 C10 1.322(5) .
N4 C16 1.376(4) .
N4 H4A 0.8600 .
C1 H1B 0.9300 .
C2 C3 1.386(5) .
C2 C7 1.409(5) .
C3 C4 1.386(5) .
C3 H3B 0.9300 .
C4 C5 1.417(4) .
C4 C9 1.507(4) 2_545
C5 C6 1.388(4) .
C5 C8 1.492(4) .
C6 C7 1.389(5) .
C6 H6A 0.9300 .
C9 C4 1.507(4) 2
C10 H10B 0.9300 .
C11 C12 1.385(5) .
C11 C16 1.392(5) .
C12 C13 1.381(4) .
C12 H12A 0.9300 .
C13 C14 1.420(4) .
C13 C17 1.503(4) .
C14 C15 1.380(5) .
C14 C18 1.522(4) .
C15 C16 1.392(4) .
C15 H15A 0.9300 .
OW1 HW1A 0.8501 .
OW1 HW1C 0.8499 .
OW2 HW2B 0.8501 .
OW2 HW2C 0.8500 .
OW3 HW3A 0.8497 .
OW3 HW3B 0.8501 .
