#------------------------------------------------------------------------------
#$Date: 2016-03-22 13:53:46 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178981 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/04/4120434.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_4120434
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            'C16 H23 Cl Cu N7 O6'
_chemical_formula_weight         508.40
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           64
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2ac 2'
_symmetry_space_group_name_H-M   'C m c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.3259(8)
_cell_length_b                   21.889(2)
_cell_length_c                   30.024(3)
_cell_measurement_temperature    100(2)
_cell_volume                     4814.5(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_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  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            22266
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.36
_exptl_absorpt_coefficient_mu    1.062
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.515
_refine_diff_density_min         -3.077
_refine_diff_density_rms         0.232
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2302
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.190
_refine_ls_R_factor_all          0.1384
_refine_ls_R_factor_gt           0.1288
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1631P)²+174.4131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3591
_refine_ls_wR_factor_ref         0.3659
_reflns_number_gt                1975
_reflns_number_total             2302
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja4088709_si_002.cif
_cod_data_source_block           5
_cod_original_cell_volume        4814.6(9)
_cod_database_code               4120434
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-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
_atom_site_disorder_assembly
_atom_site_disorder_group
C18 C 1.0000 0.3170(9) 0.8869(7) 0.085(8) Uani 1 2 d SD A 1
H18A H 1.0000 0.2752 0.8985 0.127 Uiso 1 2 calc SR A 1
H18B H 1.1092 0.3234 0.8686 0.127 Uiso 0.50 1 calc PR A 1
H18C H 0.8908 0.3234 0.8686 0.127 Uiso 0.50 1 calc PR A 1
C20 C 1.0000 0.3328(11) 0.9689(6) 0.091(9) Uani 1 2 d SD A 1
H20A H 1.0000 0.2884 0.9649 0.137 Uiso 1 2 calc SR A 1
H20B H 0.8908 0.3450 0.9855 0.137 Uiso 0.50 1 calc PR A 1
H20C H 1.1092 0.3450 0.9855 0.137 Uiso 0.50 1 calc PR A 1
C19 C 1.0000 0.4681(13) 0.9521(8) 0.26(5) Uani 1 2 d SD A 1
H19A H 1.0000 0.4479 0.9812 0.392 Uiso 1 2 calc SR A 1
H19B H 0.8908 0.4937 0.9494 0.392 Uiso 0.50 1 calc PR A 1
H19C H 1.1092 0.4937 0.9494 0.392 Uiso 0.50 1 calc PR A 1
C26 C 1.0000 0.4206(7) 0.9158(6) 0.24(4) Uani 1 2 d SD A 1
O6 O 1.0000 0.4356(5) 0.8750(4) 0.052(3) Uani 1 2 d SD A 1
N8 N 1.0000 0.3624(6) 0.9257(4) 0.055(3) Uani 1 2 d SD A 1
Cu1 Cu 0.2500 0.56714(7) 0.7500 0.0252(6) Uani 1 2 d S . .
C7 C 0.0000 0.6841(6) 0.9008(5) 0.039(4) Uani 1 2 d S . .
H7A H 0.1092 0.6704 0.9175 0.047 Uiso 0.50 1 calc PR . .
H7B H -0.1092 0.6704 0.9175 0.047 Uiso 0.50 1 calc PR . .
N4 N 0.5000 0.4803(8) 0.8569(5) 0.055(3) Uani 1 2 d S . .
N3 N 0.4047(12) 0.5215(3) 0.7947(2) 0.0259(17) Uani 1 1 d . . .
N1 N 0.0946(11) 0.6143(3) 0.7938(2) 0.0255(17) Uani 1 1 d . . .
N2 N 0.0000 0.6548(5) 0.8562(4) 0.026(3) Uani 1 2 d S . .
C4 C 0.5000 0.3816(6) 0.8981(4) 0.028(3) Uani 1 2 d S . .
C1 C 0.3534(17) 0.4962(4) 0.8326(3) 0.032(2) Uani 1 1 d . . .
H1 H 0.2303 0.4901 0.8414 0.039 Uiso 1 1 calc R . .
C2 C 0.1462(16) 0.6387(4) 0.8315(3) 0.032(2) Uani 1 1 d . . .
H2 H 0.2696 0.6443 0.8403 0.038 Uiso 1 1 calc R . .
C3 C 0.5000 0.4504(6) 0.9008(4) 0.036(4) Uani 1 2 d S . .
H3A H 0.3909 0.4639 0.9176 0.044 Uiso 0.50 1 calc PR . .
H3B H 0.6091 0.4639 0.9176 0.044 Uiso 0.50 1 calc PR . .
C6 C 0.5000 0.3498(7) 0.8584(5) 0.043(4) Uani 1 2 d S . .
H6 H 0.5000 0.3713 0.8309 0.051 Uiso 1 2 calc SR . .
C5 C 0.5000 0.3490(6) 0.9376(4) 0.033(3) Uani 1 2 d S . .
H5 H 0.5000 0.3701 0.9652 0.039 Uiso 1 2 calc SR . .
C8 C 0.0000 0.7536(6) 0.8984(4) 0.027(3) Uani 1 2 d S . .
C9 C 0.0000 0.7856(7) 0.9370(5) 0.059(6) Uani 1 2 d S . .
H9 H 0.0000 0.7641 0.9645 0.070 Uiso 1 2 calc SR . .
C10 C 0.0000 0.7851(7) 0.8585(4) 0.044(4) Uani 1 2 d S . .
H10 H 0.0000 0.7634 0.8312 0.053 Uiso 1 2 calc SR . .
Cl1 Cl 1.0000 0.1204(2) 0.93365(14) 0.0628(15) Uani 1 2 d S . .
O2 O 1.0000 0.1390(14) 0.8886(5) 0.128(10) Uani 1 2 d S . .
O1 O 0.841(2) 0.0862(6) 0.9432(7) 0.141(7) Uani 1 1 d . . .
O4 O 1.0000 0.1741(7) 0.9569(5) 0.21(2) Uani 1 2 d S . .
O8 O 0.674(4) 0.794(3) 0.751(4) 0.30(3) Uiso 0.50 1 d PD . .
H20 H 0.7500 0.827(3) 0.7500 0.366 Uiso 1 2 d SD . .
H21 H 0.7500 0.762(3) 0.7500 0.366 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
N8 C18 H18A 109.5 . .
N8 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
N8 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N8 C20 H20A 109.5 . .
N8 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
N8 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C26 C19 H19A 109.5 . .
C26 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C26 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
O6 C26 N8 118.2(14) . .
O6 C26 C19 121.3(15) . .
N8 C26 C19 120.5(16) . .
C26 N8 C20 129.7(14) . .
C26 N8 C18 117.3(12) . .
C20 N8 C18 113.0(12) . .
N3 Cu1 N3 120.8(4) 7_546 .
N3 Cu1 N1 97.8(3) 7_546 7_546
N3 Cu1 N1 111.6(3) . 7_546
N3 Cu1 N1 111.6(3) 7_546 .
N3 Cu1 N1 97.8(3) . .
N1 Cu1 N1 118.6(4) 7_546 .
N2 C7 C8 112.9(11) . .
N2 C7 H7A 109.0 . .
C8 C7 H7A 109.0 . .
N2 C7 H7B 109.0 . .
C8 C7 H7B 109.0 . .
H7A C7 H7B 107.8 . .
C1 N4 C1 106.0(13) . 12_655
C1 N4 C3 127.0(6) . .
C1 N4 C3 127.0(6) 12_655 .
C1 N3 N3 106.5(7) . 12_655
C1 N3 Cu1 128.3(8) . .
N3 N3 Cu1 124.1(2) 12_655 .
C2 N1 N1 106.8(6) . 12
C2 N1 Cu1 127.5(7) . .
N1 N1 Cu1 124.3(2) 12 .
C2 N2 C2 105.0(11) 12 .
C2 N2 C7 127.5(5) 12 .
C2 N2 C7 127.5(5) . .
C5 C4 C6 118.6(12) . .
C5 C4 C3 118.1(12) . .
C6 C4 C3 123.3(12) . .
N3 C1 N4 110.5(10) . .
N3 C1 H1 124.8 . .
N4 C1 H1 124.8 . .
N1 C2 N2 110.7(9) . .
N1 C2 H2 124.6 . .
N2 C2 H2 124.6 . .
N4 C3 C4 113.4(12) . .
N4 C3 H3A 108.9 . .
C4 C3 H3A 108.9 . .
N4 C3 H3B 108.9 . .
C4 C3 H3B 108.9 . .
H3A C3 H3B 107.7 . .
C4 C6 C10 120.1(13) . 5_545
C4 C6 H6 120.0 . .
C10 C6 H6 120.0 5_545 .
C4 C5 C9 120.4(12) . 5_545
C4 C5 H5 119.8 . .
C9 C5 H5 119.8 5_545 .
C9 C8 C10 118.9(12) . .
C9 C8 C7 118.4(12) . .
C10 C8 C7 122.7(12) . .
C8 C9 C5 121.8(12) . 5_455
C8 C9 H9 119.1 . .
C5 C9 H9 119.1 5_455 .
C8 C10 C6 120.2(12) . 5_455
C8 C10 H10 119.9 . .
C6 C10 H10 119.9 5_455 .
O4 Cl1 O2 103.9(15) . .
O4 Cl1 O1 110.5(8) . .
O2 Cl1 O1 110.3(11) . .
O4 Cl1 O1 110.5(8) . 12_755
O2 Cl1 O1 110.3(11) . 12_755
O1 Cl1 O1 111.2(13) . 12_755
O8 O8 H20 52.3(17) 7_646 .
O8 O8 H21 52.2(17) 7_646 .
H20 O8 H21 105(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C18 N8 1.533(15) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C20 N8 1.449(13) .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C19 C26 1.507(16) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C26 O6 1.270(15) .
C26 N8 1.308(14) .
Cu1 N3 2.020(8) 7_546
Cu1 N3 2.020(8) .
Cu1 N1 2.022(8) 7_546
Cu1 N1 2.022(8) .
C7 N2 1.484(17) .
C7 C8 1.524(18) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
N4 C1 1.345(14) .
N4 C1 1.345(14) 12_655
N4 C3 1.471(18) .
N3 C1 1.320(12) .
N3 N3 1.396(18) 12_655
N1 C2 1.307(12) .
N1 N1 1.386(17) 12
N2 C2 1.350(13) 12
N2 C2 1.350(13) .
C4 C5 1.382(18) .
C4 C6 1.383(19) .
C4 C3 1.509(18) .
C1 H1 0.9500 .
C2 H2 0.9500 .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C6 C10 1.41(2) 5_545
C6 H6 0.9500 .
C5 C9 1.39(2) 5_545
C5 H5 0.9500 .
C8 C9 1.36(2) .
C8 C10 1.381(19) .
C9 C5 1.39(2) 5_455
C9 H9 0.9500 .
C10 C6 1.41(2) 5_455
C10 H10 0.9500 .
Cl1 O4 1.368(15) .
Cl1 O2 1.412(18) .
Cl1 O1 1.415(15) .
Cl1 O1 1.415(15) 12_755
O8 O8 1.12(5) 7_646
O8 H20 0.91(2) .
O8 H21 0.91(2) .
