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#$Date: 2016-03-21 19:04:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178834 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/88/4108872.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_4108872
loop_
_publ_author_name
'Chun-Long Chen'
'Alicia M. Beatty'
_publ_section_title
;
 Guest Inclusion and Structural Dynamics in 2-D Hydrogen-Bonded
 Metal-Organic Frameworks
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17222
_journal_page_last               17223
_journal_paper_doi               10.1021/ja806180z
_journal_volume                  130
_journal_year                    2008
_chemical_formula_sum            'C32 H38 Cl2 Cu N4 O13'
_chemical_formula_weight         821.10
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_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                93.123(4)
_cell_angle_beta                 101.632(4)
_cell_angle_gamma                103.734(3)
_cell_formula_units_Z            1
_cell_length_a                   6.1880(12)
_cell_length_b                   10.503(2)
_cell_length_c                   14.439(3)
_cell_measurement_temperature    233(2)
_cell_volume                     887.7(3)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      233(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0666
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6618
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.45
_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_T_max  0.9673
_exptl_absorpt_correction_T_min  0.8505
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_description       needle
_exptl_crystal_F_000             425
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3120
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0837
_refine_ls_R_factor_gt           0.0517
_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)+(0.0861P)²+0.3553P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1341
_refine_ls_wR_factor_ref         0.1528
_reflns_number_gt                2239
_reflns_number_total             3120
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja806180z_si_001_4.cif
_cod_data_source_block           compound4
_cod_database_code               4108872
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
Cu1 Cu -2.0000 -1.0000 0.0000 0.0265(2) Uani 1 2 d S
Cl1 Cl -0.0181(3) -0.31126(14) -0.37008(11) 0.0631(4) Uani 1 1 d .
O1 O -1.7582(5) -0.9920(2) -0.0699(2) 0.0275(7) Uani 1 1 d .
O2 O -1.6022(5) -1.1235(3) -0.1477(2) 0.0344(8) Uani 1 1 d .
O3 O -1.9670(5) -1.6133(3) -0.1710(2) 0.0407(8) Uani 1 1 d .
O4 O -2.2989(5) -1.6798(3) -0.1271(2) 0.0333(7) Uani 1 1 d .
O5 O -1.2090(7) -0.9471(4) -0.3317(3) 0.0744(13) Uani 1 1 d .
H5B H -1.2274 -0.9395 -0.2765 0.112 Uiso 1 1 calc R
O1W O -2.2258(5) -0.9282(3) -0.1441(3) 0.0351(8) Uani 1 1 d .
H1WB H -2.343(9) -0.975(5) -0.144(4) 0.050 Uiso 1 1 d .
H1WA H -2.258(9) -0.861(5) -0.139(4) 0.050 Uiso 1 1 d .
O2W O -1.626(2) -1.0425(12) -0.4678(9) 0.107(4) Uiso 0.50 1 d P
H2W H -1.568(9) -0.976(5) -0.516(4) 0.050 Uiso 1 1 d .
N1 N -2.0912(5) -1.1900(3) -0.0510(2) 0.0242(8) Uani 1 1 d .
N2 N -0.7529(6) -0.7998(3) -0.2099(2) 0.0272(8) Uani 1 1 d .
H2B H -0.7266 -0.8603 -0.1703 0.041 Uiso 1 1 calc R
H2C H -0.8737 -0.7718 -0.1997 0.041 Uiso 1 1 calc R
H2D H -0.6292 -0.7309 -0.1993 0.041 Uiso 1 1 calc R
C1 C -1.9324(7) -1.2216(4) -0.0918(3) 0.0238(9) Uani 1 1 d .
C2 C -1.9399(7) -1.3495(4) -0.1221(3) 0.0230(9) Uani 1 1 d .
H2A H -1.8242 -1.3682 -0.1497 0.028 Uiso 1 1 calc R
C3 C -2.1219(7) -1.4508(4) -0.1112(3) 0.0228(9) Uani 1 1 d .
C4 C -2.2890(7) -1.4169(4) -0.0713(3) 0.0262(9) Uani 1 1 d .
H4A H -2.4157 -1.4826 -0.0643 0.031 Uiso 1 1 calc R
C5 C -2.2690(7) -1.2856(4) -0.0416(3) 0.0266(9) Uani 1 1 d .
H5A H -2.3829 -1.2636 -0.0143 0.032 Uiso 1 1 calc R
C6 C -1.7467(7) -1.1051(4) -0.1047(3) 0.0252(9) Uani 1 1 d .
C7 C -2.1298(7) -1.5930(4) -0.1393(3) 0.0267(9) Uani 1 1 d .
C8 C -1.0009(10) -0.9786(5) -0.3308(4) 0.0555(15) Uani 1 1 d .
H8A H -1.0088 -1.0249 -0.3926 0.067 Uiso 1 1 calc R
H8B H -0.9767 -1.0387 -0.2823 0.067 Uiso 1 1 calc R
C9 C -0.8016(8) -0.8600(4) -0.3105(3) 0.0360(11) Uani 1 1 d .
H9A H -0.6659 -0.8886 -0.3205 0.043 Uiso 1 1 calc R
C10 C -0.8397(9) -0.7566(5) -0.3780(4) 0.0510(14) Uani 1 1 d .
H10A H -0.8918 -0.8004 -0.4431 0.061 Uiso 1 1 calc R
H10B H -0.9625 -0.7203 -0.3633 0.061 Uiso 1 1 calc R
C11 C -0.6337(8) -0.6439(5) -0.3742(3) 0.0419(12) Uani 1 1 d .
C12 C -0.6086(9) -0.5225(5) -0.3257(4) 0.0475(13) Uani 1 1 d .
H12A H -0.7202 -0.5096 -0.2932 0.057 Uiso 1 1 calc R
C13 C -0.4204(10) -0.4194(5) -0.3245(4) 0.0489(13) Uani 1 1 d .
H13A H -0.4050 -0.3365 -0.2922 0.059 Uiso 1 1 calc R
C14 C -0.2560(9) -0.4397(5) -0.3712(4) 0.0460(13) Uani 1 1 d .
C15 C -0.2766(9) -0.5575(5) -0.4200(4) 0.0486(13) Uani 1 1 d .
H15A H -0.1652 -0.5690 -0.4530 0.058 Uiso 1 1 calc R
C16 C -0.4644(9) -0.6609(5) -0.4205(4) 0.0457(13) Uani 1 1 d .
H16A H -0.4773 -0.7436 -0.4525 0.055 Uiso 1 1 calc 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'
Cu Cu 0.3201 1.2651 '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'
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
O1 Cu1 O1 180.000(1) . 2_135
O1 Cu1 N1 83.34(12) . .
O1 Cu1 N1 96.66(12) 2_135 .
O1 Cu1 N1 96.66(12) . 2_135
O1 Cu1 N1 83.34(12) 2_135 2_135
N1 Cu1 N1 180.0 . 2_135
C6 O1 Cu1 114.4(2) . .
C8 O5 H5B 109.5 . .
H1WB O1W H1WA 99(5) . .
C5 N1 C1 119.0(3) . .
C5 N1 Cu1 129.4(3) . .
C1 N1 Cu1 111.2(3) . .
C9 N2 H2B 109.5 . .
C9 N2 H2C 109.5 . .
H2B N2 H2C 109.5 . .
C9 N2 H2D 109.5 . .
H2B N2 H2D 109.5 . .
H2C N2 H2D 109.5 . .
N1 C1 C2 122.8(4) . .
N1 C1 C6 114.7(3) . .
C2 C1 C6 122.5(4) . .
C1 C2 C3 119.0(4) . .
C1 C2 H2A 120.5 . .
C3 C2 H2A 120.5 . .
C4 C3 C2 117.9(3) . .
C4 C3 C7 121.7(4) . .
C2 C3 C7 120.4(4) . .
C3 C4 C5 120.0(4) . .
C3 C4 H4A 120.0 . .
C5 C4 H4A 120.0 . .
N1 C5 C4 121.3(4) . .
N1 C5 H5A 119.3 . .
C4 C5 H5A 119.3 . .
O2 C6 O1 125.3(4) . .
O2 C6 C1 119.4(4) . .
O1 C6 C1 115.3(3) . .
O3 C7 O4 126.2(4) . .
O3 C7 C3 116.7(4) . .
O4 C7 C3 117.1(4) . .
O5 C8 C9 113.0(5) . .
O5 C8 H8A 109.0 . .
C9 C8 H8A 109.0 . .
O5 C8 H8B 109.0 . .
C9 C8 H8B 109.0 . .
H8A C8 H8B 107.8 . .
N2 C9 C8 111.5(4) . .
N2 C9 C10 109.6(4) . .
C8 C9 C10 111.4(4) . .
N2 C9 H9A 108.1 . .
C8 C9 H9A 108.1 . .
C10 C9 H9A 108.1 . .
C11 C10 C9 115.3(4) . .
C11 C10 H10A 108.5 . .
C9 C10 H10A 108.5 . .
C11 C10 H10B 108.5 . .
C9 C10 H10B 108.5 . .
H10A C10 H10B 107.5 . .
C12 C11 C16 118.5(5) . .
C12 C11 C10 121.4(5) . .
C16 C11 C10 120.1(5) . .
C11 C12 C13 120.6(5) . .
C11 C12 H12A 119.7 . .
C13 C12 H12A 119.7 . .
C14 C13 C12 119.3(5) . .
C14 C13 H13A 120.3 . .
C12 C13 H13A 120.3 . .
C15 C14 C13 121.5(5) . .
C15 C14 Cl1 118.6(4) . .
C13 C14 Cl1 119.9(4) . .
C14 C15 C16 119.1(5) . .
C14 C15 H15A 120.5 . .
C16 C15 H15A 120.5 . .
C15 C16 C11 121.0(5) . .
C15 C16 H16A 119.5 . .
C11 C16 H16A 119.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.955(3) .
Cu1 O1 1.955(3) 2_135
Cu1 N1 1.995(3) .
Cu1 N1 1.995(3) 2_135
Cl1 C14 1.741(5) .
O1 C6 1.287(5) .
O2 C6 1.231(5) .
O3 C7 1.244(5) .
O4 C7 1.264(5) .
O5 C8 1.401(7) .
O5 H5B 0.8300 .
O1W H1WB 0.77(5) .
O1W H1WA 0.78(5) .
O2W H2W 1.07(5) .
N1 C5 1.337(5) .
N1 C1 1.338(5) .
N2 C9 1.495(5) .
N2 H2B 0.9000 .
N2 H2C 0.9000 .
N2 H2D 0.9000 .
C1 C2 1.376(5) .
C1 C6 1.515(5) .
C2 C3 1.396(5) .
C2 H2A 0.9400 .
C3 C4 1.385(6) .
C3 C7 1.513(5) .
C4 C5 1.391(5) .
C4 H4A 0.9400 .
C5 H5A 0.9400 .
C8 C9 1.498(7) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C9 C10 1.525(7) .
C9 H9A 0.9900 .
C10 C11 1.509(7) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C11 C12 1.381(7) .
C11 C16 1.390(7) .
C12 C13 1.386(7) .
C12 H12A 0.9400 .
C13 C14 1.377(7) .
C13 H13A 0.9400 .
C14 C15 1.356(7) .
C15 C16 1.388(7) .
C15 H15A 0.9400 .
C16 H16A 0.9400 .
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
N2 H2B O1 0.90 2.06 2.934(4) 162.4 1_655
N2 H2C O3 0.90 1.94 2.706(4) 142.1 1_665
N2 H2D O4 0.90 2.03 2.777(4) 139.9 1_765
O5 H5B O1W 0.83 1.91 2.731(6) 171.3 1_655
O1W H1WB O2 0.77(5) 1.94(5) 2.703(4) 167(6) 1_455
O1W H1WA O4 0.78(5) 1.98(6) 2.758(4) 173(5) 1_565
