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#$Date: 2016-03-22 13:53:46 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178981 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/04/4120435.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_4120435
loop_
_publ_author_name
'Murdock, Christopher R.'
'McNutt, Nicholas W.'
'Keffer, David J.'
'Jenkins, David M.'
_publ_section_title
;
 Rotating phenyl rings as a guest-dependent switch in two-dimensional
 metal-organic frameworks.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              671
_journal_page_last               678
_journal_paper_doi               10.1021/ja4088709
_journal_volume                  136
_journal_year                    2014
_chemical_formula_sum            'C17 H23 Cl Cu N7 O6'
_chemical_formula_weight         520.41
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 123.989(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.088(12)
_cell_length_b                   7.861(5)
_cell_length_c                   15.110(9)
_cell_measurement_temperature    100(2)
_cell_volume                     2077(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker-AXS Smart Apex II'
_diffrn_measurement_method       '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  0.0790
_diffrn_reflns_av_sigmaI/netI    0.0591
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8507
_diffrn_reflns_theta_full        23.56
_diffrn_reflns_theta_max         23.56
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    1.233
_exptl_absorpt_correction_T_max  0.9878
_exptl_absorpt_correction_T_min  0.9078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         4.127
_refine_diff_density_min         -0.836
_refine_diff_density_rms         0.271
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         1643
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.1284
_refine_ls_R_factor_gt           0.1150
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1879P)²+171.2196P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3289
_refine_ls_wR_factor_ref         0.3380
_reflns_number_gt                1296
_reflns_number_total             1643
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja4088709_si_002.cif
_cod_data_source_block           6
_cod_original_sg_symbol_H-M      'c 2/m'
_cod_database_code               4120435
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'
'-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
Cu1 Cu 0.5000 0.74817(8) 0.5000 0.01582(17) Uani 1 2 d S
N2 N 0.6935(2) 0.5000 0.7502(3) 0.0203(10) Uani 1 2 d S
C2 C 0.7681(3) 0.5000 0.8595(4) 0.0236(12) Uani 1 2 d S
H2A H 0.7694 0.6016 0.8992 0.028 Uiso 0.50 1 calc PR
H2B H 0.7694 0.3984 0.8992 0.028 Uiso 0.50 1 calc PR
N6 N 1.0350(2) 0.5000 0.7665(3) 0.0203(10) Uani 1 2 d S
C3 C 0.8379(2) 0.5000 0.8572(3) 0.0180(15) Uani 1 2 d S
Cl2 Cl 0.38014(6) 0.5000 0.07144(9) 0.0242(4) Uani 1 2 d S
O5 O 0.4168(2) 0.5000 0.0154(3) 0.0458(15) Uani 1 2 d S
N1 N 0.58988(13) 0.5892(4) 0.6000(2) 0.0182(9) Uani 1 1 d .
N3 N 0.50730(14) 0.9123(4) 0.6123(2) 0.0202(9) Uani 1 1 d .
C6 C 0.9729(2) 0.5000 0.8668(3) 0.0169(15) Uani 1 2 d S
C4 C 0.87119(19) 0.6529(5) 0.8570(2) 0.0225(11) Uani 1 1 d .
H4 H 0.8468 0.7575 0.8519 0.027 Uiso 1 1 calc R
C7 C 1.0488(3) 0.5000 0.8748(4) 0.0236(12) Uani 1 2 d S
H7A H 1.0789 0.6019 0.9147 0.028 Uiso 0.50 1 calc PR
H7B H 1.0789 0.3981 0.9147 0.028 Uiso 0.50 1 calc PR
C5 C 0.93941(18) 0.6533(5) 0.8642(2) 0.0227(11) Uani 1 1 d .
H5 H 0.9632 0.7578 0.8673 0.027 Uiso 1 1 calc R
C1 C 0.65240(18) 0.6379(5) 0.6901(3) 0.0257(12) Uani 1 1 d .
H1 H 0.6670 0.7530 0.7106 0.031 Uiso 1 1 calc R
C14 C 1.02527(18) 0.3641(5) 0.7075(2) 0.0190(11) Uani 1 1 d .
H14 H 1.0305 0.2494 0.7305 0.023 Uiso 1 1 calc R
O1 O 0.4362(2) 0.5000 0.1840(3) 0.0378(15) Uani 1 2 d S
O2 O 0.33411(13) 0.3484(4) 0.0464(2) 0.0401(9) Uani 1 1 d .
O3 O 0.7985(2) 1.0000 0.7073(3) 0.0397(15) Uani 1 2 d S
C12 C 0.6721(3) 1.0000 0.4214(4) 0.038(2) Uani 1 2 d S
H12A H 0.6434 0.8978 0.3798 0.045 Uiso 0.50 1 calc PR
H12B H 0.6435 1.1022 0.3798 0.045 Uiso 0.50 1 calc PR
C10 C 0.7671(3) 1.0000 0.6106(4) 0.0271(17) Uani 1 2 d S
C13 C 0.7513(3) 1.0000 0.4425(4) 0.035(2) Uani 1 2 d S
H13A H 0.7597 0.8974 0.4123 0.042 Uiso 0.50 1 calc PR
H13B H 0.7597 1.1026 0.4123 0.042 Uiso 0.50 1 calc PR
C11 C 0.6811(3) 1.0000 0.5293(4) 0.040(2) Uani 1 2 d S
H11A H 0.6574 1.1025 0.5372 0.048 Uiso 0.50 1 calc PR
H11B H 0.6574 0.8975 0.5372 0.048 Uiso 0.50 1 calc PR
C9 C 0.8843(3) 1.0000 0.6146(5) 0.044(2) Uani 1 2 d S
H9A H 0.8979 1.0000 0.5623 0.066 Uiso 1 2 calc SR
H9B H 0.9054 0.8982 0.6595 0.066 Uiso 0.50 1 calc PR
H9C H 0.9054 1.1018 0.6595 0.066 Uiso 0.50 1 calc PR
N5 N 0.8007(2) 1.0000 0.5585(4) 0.0348(18) Uani 1 2 d S
O4 O 0.71512(17) 1.0000 0.7970(2) 0.0334(14) Uani 1 2 d SD
H21 H 0.7683(2) 1.0000 0.8491(8) 0.050 Uiso 1 2 d SD
H22 H 0.6993(3) 1.0000 0.8443(4) 0.050 Uiso 1 2 d SD
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'
Cl Cl 0.1484 0.1585 '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'
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
N1 Cu1 N1 105.21(16) 2_656 .
N1 Cu1 N3 126.65(13) 2_656 .
N1 Cu1 N3 99.27(11) . .
N1 Cu1 N3 99.27(11) 2_656 2_656
N1 Cu1 N3 126.65(13) . 2_656
N3 Cu1 N3 102.77(19) . 2_656
C1 N2 C1 104.8(3) 6_565 .
C1 N2 C2 127.60(17) 6_565 .
C1 N2 C2 127.60(18) . .
C3 C2 N2 114.3(5) . .
C3 C2 H2A 108.7 . .
N2 C2 H2A 108.7 . .
C3 C2 H2B 108.7 . .
N2 C2 H2B 108.7 . .
H2A C2 H2B 107.6 . .
C14 N6 C14 106.7(5) . 6_565
C14 N6 C7 126.6(2) . .
C14 N6 C7 126.6(2) 6_565 .
C4 C3 C4 119.3(5) . 6_565
C4 C3 C2 120.3(3) . .
C4 C3 C2 120.3(3) 6_565 .
O1 Cl2 O5 110.1(3) . .
O1 Cl2 O2 107.39(17) . .
O5 Cl2 O2 110.51(17) . .
O1 Cl2 O2 107.39(17) . 6_565
O5 Cl2 O2 110.51(17) . 6_565
O2 Cl2 O2 110.8(2) . 6_565
C1 N1 N1 106.9(2) . 6_565
C1 N1 Cu1 124.2(3) . .
N1 N1 Cu1 127.39(8) 6_565 .
C14 N3 N3 106.7(2) 3_455 6_575
C14 N3 Cu1 123.9(3) 3_455 .
N3 N3 Cu1 128.62(9) 6_575 .
C5 C6 C5 120.8(5) 6_565 .
C5 C6 C7 119.6(3) 6_565 .
C5 C6 C7 119.6(3) . .
C5 C4 C3 120.4(4) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
N6 C7 C6 110.9(3) . .
N6 C7 H7A 109.5 . .
C6 C7 H7A 109.5 . .
N6 C7 H7B 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 108.0 . .
C4 C5 C6 119.5(4) . .
C4 C5 H5 120.3 . .
C6 C5 H5 120.3 . .
N1 C1 N2 110.7(3) . .
N1 C1 H1 124.7 . .
N2 C1 H1 124.7 . .
N3 C14 N6 109.9(3) 3_545 .
N3 C14 H14 125.0 3_545 .
N6 C14 H14 125.0 . .
C13 C12 C11 108.1(4) . .
C13 C12 H12A 110.1 . .
C11 C12 H12A 110.1 . .
C13 C12 H12B 110.1 . .
C11 C12 H12B 110.1 . .
H12A C12 H12B 108.4 . .
O3 C10 N5 127.0(5) . .
O3 C10 C11 124.8(7) . .
N5 C10 C11 108.3(5) . .
N5 C13 C12 102.5(6) . .
N5 C13 H13A 111.3 . .
C12 C13 H13A 111.3 . .
N5 C13 H13B 111.3 . .
C12 C13 H13B 111.3 . .
H13A C13 H13B 109.2 . .
C10 C11 C12 104.0(6) . .
C10 C11 H11A 111.0 . .
C12 C11 H11A 111.0 . .
C10 C11 H11B 111.0 . .
C12 C11 H11B 111.0 . .
H11A C11 H11B 109.0 . .
N5 C9 H9A 109.5 . .
N5 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
N5 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C10 N5 C13 117.2(5) . .
C10 N5 C9 121.8(5) . .
C13 N5 C9 121.0(6) . .
H21 O4 H22 97.3(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.058(3) 2_656
Cu1 N1 2.058(3) .
Cu1 N3 2.068(3) .
Cu1 N3 2.068(3) 2_656
N2 C1 1.368(4) 6_565
N2 C1 1.368(4) .
N2 C2 1.515(5) .
C2 C3 1.492(9) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
N6 C14 1.332(5) .
N6 C14 1.332(5) 6_565
N6 C7 1.493(7) .
C3 C4 1.392(5) .
C3 C4 1.392(5) 6_565
Cl2 O1 1.429(4) .
Cl2 O5 1.432(6) .
Cl2 O2 1.447(3) .
Cl2 O2 1.447(3) 6_565
N1 C1 1.316(4) .
N1 N1 1.403(6) 6_565
N3 C14 1.322(5) 3_455
N3 N3 1.378(6) 6_575
C6 C5 1.386(5) 6_565
C6 C5 1.386(5) .
C6 C7 1.536(8) .
C4 C5 1.381(6) .
C4 H4 0.9500 .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C5 H5 0.9500 .
C1 H1 0.9500 .
C14 N3 1.322(5) 3_545
C14 H14 0.9500 .
O3 C10 1.221(7) .
C12 C13 1.515(9) .
C12 C11 1.533(10) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C10 N5 1.321(10) .
C10 C11 1.520(7) .
C13 N5 1.455(7) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C9 N5 1.468(8) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
O4 H21 0.944(5) .
O4 H22 0.943(8) .
