#------------------------------------------------------------------------------
#$Date: 2015-12-06 07:57:38 +0200 (Sun, 06 Dec 2015) $
#$Revision: 170780 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/36/4513690.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_4513690
loop_
_publ_author_name
'Xu, Zhong-Xuan'
'Ma, Yu-Lu'
'Xiao, Yu'
'Zhang, Lei'
'Zhang, Jian'
_publ_section_title
;
 A Series of Homochiral Helical Metal--Organic Frameworks Based on Proline
 Derivatives
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5901
_journal_paper_doi               10.1021/acs.cgd.5b01359
_journal_volume                  15
_journal_year                    2015
_chemical_absolute_configuration rm
_chemical_formula_sum            'C16 H10 Cd1.5 N2 O9'
_chemical_formula_weight         542.86
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 106.694(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.8156(11)
_cell_length_b                   6.9955(4)
_cell_length_c                   14.4043(7)
_cell_measurement_reflns_used    2427
_cell_measurement_temperature    100.12(10)
_cell_measurement_theta_max      74.1903
_cell_measurement_theta_min      3.2001
_cell_volume                     2202.1(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100.12(10)
_diffrn_detector_area_resol_mean 10.3503
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3978
_diffrn_reflns_theta_full        69.98
_diffrn_reflns_theta_max         69.98
_diffrn_reflns_theta_min         3.20
_exptl_absorpt_coefficient_mu    12.130
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.59532
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro, Agilent Technologies,Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.961
_refine_diff_density_min         -1.112
_refine_diff_density_rms         0.139
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.006(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2844
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.974
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0900P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1185
_reflns_number_gt                2599
_reflns_number_total             2844
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01359_si_001.cif
_cod_data_source_block           1-D
_cod_depositor_comments
'Adding full bibliography for 4513689--4513696.cif.'
_cod_original_cell_volume        2202.13(19)
_cod_original_sg_symbol_H-M      C2
_cod_database_code               4513690
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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
Cd1 Cd 0.5000 0.51178(17) 1.0000 0.0462(3) Uani 1 2 d S
Cd2 Cd 0.911460(19) -0.02058(9) 1.69182(3) 0.03613(17) Uani 1 1 d .
O1 O 0.5916(2) 0.5092(12) 1.1291(4) 0.049(2) Uani 1 1 d .
O7 O 0.9376(2) 0.0265(12) 1.1038(4) 0.050(2) Uani 1 1 d .
O5 O 0.9288(3) -0.0948(10) 1.5410(4) 0.0469(17) Uani 1 1 d .
C14 C 0.9486(2) -0.0248(17) 1.1892(4) 0.0309(14) Uani 1 1 d .
N1 N 0.7487(2) 0.4395(11) 1.1502(4) 0.0326(16) Uani 1 1 d .
O3 O 0.6995(2) 0.1748(9) 1.1801(4) 0.0362(12) Uani 1 1 d .
C10 C 0.9156(3) -0.0053(14) 1.3431(5) 0.0314(16) Uani 1 1 d .
H10A H 0.9519 -0.0650 1.3769 0.038 Uiso 1 1 calc R
O6 O 0.9944(2) -0.1278(9) 1.2326(4) 0.0399(14) Uani 1 1 d .
O2 O 0.6705(2) 0.5599(10) 1.2560(4) 0.0390(13) Uani 1 1 d .
O2W O 0.8760(3) -0.3403(12) 1.6988(5) 0.0551(18) Uani 1 1 d .
C7 C 0.8075(3) 0.1764(12) 1.2419(5) 0.0302(16) Uani 1 1 d .
C13 C 0.8851(4) 0.0111(14) 1.4966(5) 0.042(2) Uani 1 1 d .
C1 C 0.6479(3) 0.5382(13) 1.1669(5) 0.0331(17) Uani 1 1 d .
C2 C 0.6904(3) 0.5327(11) 1.1028(5) 0.0274(16) Uani 1 1 d .
H2A H 0.6703 0.4701 1.0410 0.033 Uiso 1 1 calc R
C11 C 0.9045(3) 0.0353(13) 1.2448(5) 0.0314(17) Uani 1 1 d .
O4 O 0.8523(3) 0.0876(14) 1.5401(4) 0.075(3) Uani 1 1 d .
C12 C 0.8511(3) 0.1282(12) 1.1949(5) 0.0289(16) Uani 1 1 d .
H12A H 0.8443 0.1585 1.1298 0.035 Uiso 1 1 calc R
C9 C 0.8732(3) 0.0426(14) 1.3905(5) 0.0385(18) Uani 1 1 d .
C6 C 0.7469(3) 0.2621(11) 1.1891(5) 0.0264(15) Uani 1 1 d .
C8 C 0.8184(3) 0.1327(13) 1.3387(5) 0.0320(17) Uani 1 1 d .
H8A H 0.7892 0.1631 1.3701 0.038 Uiso 1 1 calc R
C3 C 0.7120(4) 0.7341(14) 1.0854(6) 0.042(2) Uani 1 1 d .
H3A H 0.6861 0.7867 1.0252 0.050 Uiso 1 1 calc R
H3B H 0.7109 0.8190 1.1381 0.050 Uiso 1 1 calc R
C5 C 0.8011(3) 0.5647(14) 1.1621(6) 0.0389(18) Uani 1 1 d .
H5A H 0.8361 0.4958 1.1536 0.047 Uiso 1 1 calc R
H5B H 0.8124 0.6261 1.2251 0.047 Uiso 1 1 calc R
O1W O 0.9481(4) 0.2914(13) 1.7199(9) 0.090(3) Uani 1 1 d .
C4 C 0.7765(4) 0.7096(13) 1.0804(6) 0.0376(19) Uani 1 1 d .
H4A H 0.7991 0.8289 1.0930 0.045 Uiso 1 1 calc R
H4B H 0.7775 0.6592 1.0182 0.045 Uiso 1 1 calc R
N3B N 0.5000 0.810(5) 1.0000 0.065(7) Uiso 0.50 2 d SP
C15 C 0.4463(8) 0.098(3) 1.0065(13) 0.097(5) Uiso 1 1 d .
C16A C 0.5501(11) 0.926(4) 0.9727(17) 0.064(6) Uiso 0.50 1 d P
C16B C 0.5598(12) 0.943(5) 1.048(2) 0.083(7) Uiso 0.50 1 d P
N3A N 0.5071(14) 0.849(5) 1.065(2) 0.043(7) Uiso 0.25 1 d P
N2 N 0.4939(11) 0.203(4) 0.9618(15) 0.080(6) Uiso 0.50 1 d P
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd 0.1185 4.6533 '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
N3B Cd1 N2 166.3(5) . .
N3B Cd1 N2 166.3(5) . 2_657
N2 Cd1 N2 27.5(11) . 2_657
N3B Cd1 O7 87.5(2) . 4_657
N2 Cd1 O7 83.8(6) . 4_657
N2 Cd1 O7 101.2(6) 2_657 4_657
N3B Cd1 O7 87.5(2) . 3_455
N2 Cd1 O7 101.2(6) . 3_455
N2 Cd1 O7 83.8(6) 2_657 3_455
O7 Cd1 O7 175.0(4) 4_657 3_455
N3B Cd1 O1 90.4(2) . 2_657
N2 Cd1 O1 79.6(6) . 2_657
N2 Cd1 O1 99.5(6) 2_657 2_657
O7 Cd1 O1 93.46(17) 4_657 2_657
O7 Cd1 O1 86.58(18) 3_455 2_657
N3B Cd1 O1 90.4(2) . .
N2 Cd1 O1 99.5(6) . .
N2 Cd1 O1 79.6(6) 2_657 .
O7 Cd1 O1 86.58(18) 4_657 .
O7 Cd1 O1 93.46(17) 3_455 .
O1 Cd1 O1 179.1(4) 2_657 .
N3B Cd1 N3A 21.1(7) . .
N2 Cd1 N3A 172.5(9) . .
N2 Cd1 N3A 145.2(9) 2_657 .
O7 Cd1 N3A 102.2(7) 4_657 .
O7 Cd1 N3A 73.0(7) 3_455 .
O1 Cd1 N3A 104.3(7) 2_657 .
O1 Cd1 N3A 76.5(7) . .
N3B Cd1 N3A 21.1(7) . 2_657
N2 Cd1 N3A 145.2(9) . 2_657
N2 Cd1 N3A 172.5(9) 2_657 2_657
O7 Cd1 N3A 73.0(7) 4_657 2_657
O7 Cd1 N3A 102.2(7) 3_455 2_657
O1 Cd1 N3A 76.5(7) 2_657 2_657
O1 Cd1 N3A 104.3(7) . 2_657
N3A Cd1 N3A 42.1(14) . 2_657
O6 Cd2 O2 133.33(19) 2_758 4_648
O6 Cd2 O1W 89.0(3) 2_758 .
O2 Cd2 O1W 89.9(3) 4_648 .
O6 Cd2 O4 141.0(2) 2_758 .
O2 Cd2 O4 85.4(2) 4_648 .
O1W Cd2 O4 86.6(4) . .
O6 Cd2 O5 89.0(2) 2_758 .
O2 Cd2 O5 136.43(18) 4_648 .
O1W Cd2 O5 102.6(3) . .
O4 Cd2 O5 54.5(2) . .
O6 Cd2 O2W 87.5(2) 2_758 .
O2 Cd2 O2W 84.1(2) 4_648 .
O1W Cd2 O2W 167.9(4) . .
O4 Cd2 O2W 103.3(3) . .
O5 Cd2 O2W 88.9(2) . .
O6 Cd2 O1 80.84(19) 2_758 4_648
O2 Cd2 O1 52.85(17) 4_648 4_648
O1W Cd2 O1 82.2(3) . 4_648
O4 Cd2 O1 136.5(2) . 4_648
O5 Cd2 O1 168.8(2) . 4_648
O2W Cd2 O1 85.8(2) . 4_648
O6 Cd2 C13 115.3(2) 2_758 .
O2 Cd2 C13 111.3(2) 4_648 .
O1W Cd2 C13 93.7(4) . .
O4 Cd2 C13 26.9(2) . .
O5 Cd2 C13 27.7(2) . .
O2W Cd2 C13 98.2(3) . .
O1 Cd2 C13 163.4(2) 4_648 .
C1 O1 Cd1 154.2(5) . .
C1 O1 Cd2 84.2(4) . 4_658
Cd1 O1 Cd2 120.6(2) . 4_658
C14 O7 Cd1 129.4(4) . 3_545
C13 O5 Cd2 91.1(5) . .
O7 C14 O6 123.7(6) . .
O7 C14 C11 118.0(7) . .
O6 C14 C11 118.2(6) . .
C6 N1 C5 128.3(6) . .
C6 N1 C2 117.8(6) . .
C5 N1 C2 113.2(7) . .
C9 C10 C11 120.4(6) . .
C14 O6 Cd2 125.8(6) . 2_758
C1 O2 Cd2 100.0(5) . 4_658
C12 C7 C8 119.4(7) . .
C12 C7 C6 122.2(6) . .
C8 C7 C6 118.2(6) . .
O4 C13 O5 120.5(7) . .
O4 C13 C9 119.9(8) . .
O5 C13 C9 119.5(7) . .
O4 C13 Cd2 59.5(4) . .
O5 C13 Cd2 61.2(4) . .
C9 C13 Cd2 175.7(7) . .
O2 C1 O1 122.3(6) . .
O2 C1 C2 118.7(6) . .
O1 C1 C2 118.8(6) . .
N1 C2 C1 112.4(5) . .
N1 C2 C3 101.1(6) . .
C1 C2 C3 111.5(7) . .
C12 C11 C10 119.9(6) . .
C12 C11 C14 118.4(6) . .
C10 C11 C14 121.7(6) . .
C13 O4 Cd2 93.6(5) . .
C7 C12 C11 120.3(7) . .
C10 C9 C8 119.3(6) . .
C10 C9 C13 121.6(7) . .
C8 C9 C13 118.9(7) . .
O3 C6 N1 122.9(7) . .
O3 C6 C7 121.1(7) . .
N1 C6 C7 116.0(6) . .
C7 C8 C9 120.6(6) . .
C4 C3 C2 105.5(7) . .
N1 C5 C4 101.6(6) . .
C3 C4 C5 100.7(7) . .
N3A N3B N3A 146(6) 2_657 .
N3A N3B C16A 61(2) 2_657 .
N3A N3B C16A 100(3) . .
N3A N3B C16A 100(3) 2_657 2_657
N3A N3B C16A 61(2) . 2_657
C16A N3B C16A 117(3) . 2_657
N3A N3B C16B 98(3) 2_657 .
N3A N3B C16B 62(2) . .
C16A N3B C16B 38.7(13) . .
C16A N3B C16B 100(2) 2_657 .
N3A N3B C16B 62(2) 2_657 2_657
N3A N3B C16B 98(3) . 2_657
C16A N3B C16B 100(2) . 2_657
C16A N3B C16B 38.7(13) 2_657 2_657
C16B N3B C16B 110(3) . 2_657
N3A N3B Cd1 107(3) 2_657 .
N3A N3B Cd1 107(3) . .
C16A N3B Cd1 121.7(14) . .
C16A N3B Cd1 121.7(14) 2_657 .
C16B N3B Cd1 124.9(15) . .
C16B N3B Cd1 124.9(15) 2_657 .
C16B C15 C16A 48.5(18) 2_647 2_647
C16B C15 N2 121(2) 2_647 2_657
C16A C15 N2 114(2) 2_647 2_657
C16B C15 N2 95.8(18) 2_647 .
C16A C15 N2 123(2) 2_647 .
N2 C15 N2 39.8(16) 2_657 .
C16B C16A C15 70(3) . 2_667
C16B C16A N3B 75(2) . .
C15 C16A N3B 117(2) 2_667 .
C16B C16A N3A 111(3) . 2_657
C15 C16A N3A 118(2) 2_667 2_657
N3B C16A N3A 37.4(14) . 2_657
C16B C16A N3A 47(2) . .
C15 C16A N3A 97(2) 2_667 .
N3B C16A N3A 28.7(11) . .
N3A C16A N3A 64(2) 2_657 .
C16A C16B C15 62(2) . 2_667
C16A C16B N3A 100(3) . .
C15 C16B N3A 121(3) 2_667 .
C16A C16B N2 95(3) . 2_667
C15 C16B N2 46.8(14) 2_667 2_667
N3A C16B N2 85.1(19) . 2_667
C16A C16B N3B 66(2) . .
C15 C16B N3B 106(2) 2_667 .
N3A C16B N3B 35.1(14) . .
N2 C16B N3B 93.7(17) 2_667 .
N3B N3A C16A 81(3) . 2_657
N3B N3A C16B 83(3) . .
C16A N3A C16B 120(3) 2_657 .
N3B N3A C16A 51(2) . .
C16A N3A C16A 103(2) 2_657 .
C16B N3A C16A 32.3(14) . .
N3B N3A N3A 17(3) . 2_657
C16A N3A N3A 74(2) 2_657 2_657
C16B N3A N3A 75(2) . 2_657
C16A N3A N3A 42.6(15) . 2_657
N3B N3A Cd1 52(3) . .
C16A N3A Cd1 105.4(19) 2_657 .
C16B N3A Cd1 109(2) . .
C16A N3A Cd1 89.6(14) . .
N3A N3A Cd1 68.9(7) 2_657 .
N2 N2 C15 75(2) 2_657 2_657
N2 N2 C15 65(2) 2_657 .
C15 N2 C15 109(2) 2_657 .
N2 N2 C16B 92.6(17) 2_657 2_647
C15 N2 C16B 93.3(16) 2_657 2_647
C15 N2 C16B 37.4(11) . 2_647
N2 N2 Cd1 76.3(5) 2_657 .
C15 N2 Cd1 114.4(15) 2_657 .
C15 N2 Cd1 110.4(14) . .
C16B N2 Cd1 145.4(14) 2_647 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 N3B 2.08(3) .
Cd1 N2 2.22(3) .
Cd1 N2 2.22(2) 2_657
Cd1 O7 2.345(5) 4_657
Cd1 O7 2.345(5) 3_455
Cd1 O1 2.365(5) 2_657
Cd1 O1 2.365(5) .
Cd1 N3A 2.53(3) .
Cd1 N3A 2.53(3) 2_657
Cd2 O6 2.241(5) 2_758
Cd2 O2 2.278(5) 4_648
Cd2 O1W 2.331(10) .
Cd2 O4 2.340(6) .
Cd2 O5 2.375(5) .
Cd2 O2W 2.391(8) .
Cd2 O1 2.609(5) 4_648
Cd2 C13 2.710(7) .
O1 C1 1.259(9) .
O1 Cd2 2.609(5) 4_658
O7 C14 1.236(8) .
O7 Cd1 2.345(5) 3_545
O5 C13 1.259(10) .
C14 O6 1.275(10) .
C14 C11 1.514(9) .
N1 C6 1.367(11) .
N1 C5 1.452(10) .
N1 C2 1.463(8) .
O3 C6 1.215(9) .
C10 C9 1.377(10) .
C10 C11 1.395(9) .
O6 Cd2 2.241(5) 2_758
O2 C1 1.247(9) .
O2 Cd2 2.278(5) 4_658
C7 C12 1.394(10) .
C7 C8 1.380(10) .
C7 C6 1.499(10) .
C13 O4 1.229(10) .
C13 C9 1.490(10) .
C1 C2 1.519(9) .
C2 C3 1.536(12) .
C11 C12 1.386(10) .
C9 C8 1.407(11) .
C3 C4 1.504(11) .
C5 C4 1.532(12) .
N3B N3A 0.95(3) 2_657
N3B N3A 0.95(3) .
N3B C16A 1.54(3) .
N3B C16A 1.54(3) 2_657
N3B C16B 1.64(3) .
N3B C16B 1.64(3) 2_657
C15 C16B 1.33(4) 2_647
C15 C16A 1.24(3) 2_647
C15 N2 1.50(3) 2_657
C15 N2 1.59(3) .
C16A C16B 1.06(3) .
C16A C15 1.24(3) 2_667
C16A N3A 1.37(4) 2_657
C16A N3A 1.95(4) .
C16B C15 1.33(4) 2_667
C16B N3A 1.45(4) .
C16B N2 2.17(4) 2_667
N3A C16A 1.37(4) 2_657
N3A N3A 1.82(6) 2_657
N2 N2 1.06(4) 2_657
N2 C15 1.50(3) 2_657
N2 C16B 2.17(4) 2_647
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.446 0.027 0.500 480 172 ' '
