#------------------------------------------------------------------------------
#$Date: 2019-11-25 21:10:18 +0200 (Mon, 25 Nov 2019) $
#$Revision: 241823 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/16/4131648.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_4131648
loop_
_publ_author_name
'Liu, Lujia'
'Zhou, Tian-You'
'Telfer, Shane G.'
_publ_section_title
;
 Modulating the Performance of an Asymmetric Organocatalyst by Tuning Its
 Spatial Environment in a Metal-Organic Framework.
;
_journal_issue                   39
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13936
_journal_page_last               13943
_journal_paper_doi               10.1021/jacs.7b07921
_journal_volume                  139
_journal_year                    2017
_chemical_formula_sum            'C61.5 H46 N O13.5 Zn4'
_chemical_formula_weight         1276.47
_space_group_crystal_system      cubic
_space_group_IT_number           200
_space_group_name_Hall           '-P 2 2 3'
_space_group_name_H-M_alt        'P m -3'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   29.9461(3)
_cell_length_b                   29.9461(3)
_cell_length_c                   29.9461(3)
_cell_measurement_reflns_used    41613
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      72.02
_cell_measurement_theta_min      6.61
_cell_volume                     26854.7(5)
_computing_cell_refinement       'FSProcess in Process-Auto (Rigaku, 1998)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'FSProcess in Process-Auto (Rigaku, 1998)'
_computing_molecular_graphics    'OLEX (Dolomanov, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku Spider'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            103850
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.070
_diffrn_reflns_theta_min         6.611
_diffrn_source                   'Rigaku MM007 rotating anode'
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    0.474
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3900
_exptl_crystal_size_max          0.727
_exptl_crystal_size_mid          0.645
_exptl_crystal_size_min          0.620
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         9315
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0532P)²+9.9654P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1170
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8518
_reflns_number_total             9315
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b07921_si_002.cif
_cod_data_source_block           MUF-77-methyl-1
_cod_original_cell_volume        26854.7(8)
_cod_original_formula_sum        'C61.50 H46 N O13.50 Zn4'
_cod_database_code               4131648
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.600
_shelx_estimated_absorpt_t_max   0.643
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'z, x, y'
'z, -x, -y'
'-z, -x, y'
'-z, x, -y'
'y, z, x'
'-y, z, -x'
'y, -z, -x'
'-y, -z, x'
'-x, -y, -z'
'x, y, -z'
'x, -y, z'
'-x, y, z'
'-z, -x, -y'
'-z, x, y'
'z, x, -y'
'z, -x, y'
'-y, -z, -x'
'y, -z, x'
'-y, z, x'
'y, z, -x'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.44674(2) 0.0000 0.32253(2) 0.03199(9) Uani 1 2 d S T P . .
Zn2 Zn 0.5000 0.05318(2) 0.24830(2) 0.03390(9) Uani 1 2 d S T P . .
O1 O 0.5000 0.0000 0.28537(6) 0.0308(4) Uani 1 4 d S T P . .
O2 O 0.46291(6) 0.0000 0.38496(5) 0.0614(5) Uani 1 2 d S T P . .
O3 O 0.5000 0.03691(7) 0.18605(6) 0.0822(7) Uani 1 2 d S T P . .
O4 O 0.41073(5) 0.05244(4) 0.31196(5) 0.0621(4) Uani 1 1 d . . . . .
O5 O 0.44712(4) 0.08895(5) 0.25846(5) 0.0638(4) Uani 1 1 d . . . . .
C1 C 0.5000 0.0000 0.40379(10) 0.0490(8) Uani 1 4 d S T P . .
C2 C 0.5000 0.0000 0.45395(11) 0.0550(9) Uani 1 4 d S T P . .
C3 C 0.46050(10) 0.0000 0.47678(8) 0.0826(11) Uani 1 2 d S T P . .
H3 H 0.4336 0.0000 0.4613 0.099 Uiso 1 2 calc R U P . .
C4 C 0.5000 0.0000 0.16735(11) 0.0606(10) Uani 1 4 d S T P . .
C5 C 0.5000 0.0000 0.11726(12) 0.0887(17) Uani 1 4 d DS T P . .
C6 C 0.48219(17) 0.03520(14) 0.09426(14) 0.122(4) Uani 0.5 1 d D . P A .
H6 H 0.4696(4) 0.0590(2) 0.10978(15) 0.147 Uiso 0.5 1 d D U P . .
C7 C 0.48281(19) 0.03546(14) 0.04870(15) 0.149(6) Uani 0.5 1 d D . P . .
H7 H 0.4715(4) 0.0598(2) 0.03314(14) 0.179 Uiso 0.375 1 d D U P . .
C8 C 0.5000 0.0000 0.02513(13) 0.140(3) Uani 1 4 d DS T P A .
C9 C 0.41515(6) 0.08395(6) 0.28520(6) 0.0539(4) Uani 1 1 d . . . . .
C10 C 0.37978(7) 0.11901(7) 0.28510(7) 0.0678(6) Uani 1 1 d . . . . .
C11 C 0.34632(8) 0.11842(8) 0.31734(9) 0.0898(9) Uani 1 1 d . . . . .
H11 H 0.3462 0.0959 0.3388 0.108 Uiso 1 1 calc R U . . .
C12 C 0.31328(9) 0.15070(9) 0.31804(9) 0.1046(11) Uani 1 1 d . . . . .
H12 H 0.2914 0.1501 0.3401 0.126 Uiso 1 1 calc R U . . .
C13 C 0.31296(8) 0.18390(8) 0.28579(8) 0.0822(8) Uani 1 1 d . . . . .
C14 C 0.34620(8) 0.18427(8) 0.25333(8) 0.0758(7) Uani 1 1 d . . . . .
C15 C 0.37976(7) 0.15229(7) 0.25318(7) 0.0725(7) Uani 1 1 d . . . . .
H15 H 0.4021 0.1533 0.2317 0.087 Uiso 1 1 calc R U . . .
C16 C 0.28263(8) 0.22266(8) 0.27701(8) 0.0802(8) Uani 1 1 d . . . . .
C17 C 0.29879(8) 0.24486(8) 0.23892(8) 0.0794(8) Uani 1 1 d . . . . .
C18 C 0.34071(8) 0.22208(8) 0.22053(8) 0.0862(9) Uani 1 1 d . . . . .
C19 C 0.33293(11) 0.20164(10) 0.17395(9) 0.1141(12) Uani 1 1 d . . . . .
H19A H 0.3260 0.2250 0.1531 0.171 Uiso 1 1 calc R U . . .
H19B H 0.3085 0.1809 0.1753 0.171 Uiso 1 1 calc R U . . .
H19C H 0.3594 0.1864 0.1644 0.171 Uiso 1 1 calc R U . . .
C20 C 0.38203(9) 0.25238(10) 0.22331(11) 0.1130(12) Uani 1 1 d . . . . .
H20A H 0.3766 0.2794 0.2069 0.169 Uiso 1 1 calc R U . . .
H20B H 0.4073 0.2372 0.2108 0.169 Uiso 1 1 calc R U . . .
H20C H 0.3880 0.2595 0.2540 0.169 Uiso 1 1 calc R U . . .
N51 N 0.4570(4) 0.0797(4) 0.0305(4) 0.100 Uiso 0.125 1 d G U P A -1
H51 H 0.4660 0.0854 0.0045 0.120 Uiso 0.125 1 d G U P A -1
C52 C 0.4235(4) 0.1074(3) 0.0450(3) 0.100 Uiso 0.125 1 d G U P A -1
O53 O 0.4067(5) 0.1062(5) 0.0819(3) 0.150 Uiso 0.125 1 d G U P A -1
N58 N 0.4397(4) 0.1551(4) -0.0227(3) 0.100 Uiso 0.125 1 d G U P A -1
H58 H 0.4446 0.1828 -0.0169 0.150 Uiso 0.125 1 d G U P A -1
C54 C 0.4065(3) 0.1400(3) 0.0099(3) 0.100 Uiso 0.125 1 d G U P A -1
H54 H 0.3949 0.1653 0.0272 0.150 Uiso 0.125 1 d G U P A -1
C55 C 0.3705(3) 0.1185(4) -0.0198(4) 0.100 Uiso 0.125 1 d G U P A -1
H55A H 0.3794 0.0867 -0.0278 0.150 Uiso 0.125 1 d G U P A -1
H55B H 0.3420 0.1188 -0.0042 0.150 Uiso 0.125 1 d G U P A -1
C56 C 0.3729(4) 0.1461(5) -0.0625(4) 0.100 Uiso 0.125 1 d G U P A -1
H56A H 0.3595 0.1315 -0.0883 0.150 Uiso 0.125 1 d G U P A -1
H56B H 0.3586 0.1756 -0.0569 0.150 Uiso 0.125 1 d G U P A -1
C57 C 0.4227(4) 0.1535(4) -0.0689(3) 0.100 Uiso 0.125 1 d G U P A -1
H57A H 0.4371 0.1289 -0.0839 0.150 Uiso 0.125 1 d G U P A -1
H57B H 0.4303 0.1833 -0.0851 0.150 Uiso 0.125 1 d G U P A -1
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'
N N 0.0311 0.0180 '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'
Zn Zn -1.5491 0.6778 '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
O4 Zn1 O4 108.82(9) 15 .
O4 Zn1 O2 107.37(5) 15 .
O4 Zn1 O2 107.37(5) . .
O4 Zn1 O1 111.36(4) 15 .
O4 Zn1 O1 111.36(4) . .
O2 Zn1 O1 110.39(7) . .
O3 Zn2 O5 106.98(6) . .
O3 Zn2 O5 106.98(6) . 16_655
O5 Zn2 O5 109.76(9) . 16_655
O3 Zn2 O1 110.24(8) . .
O5 Zn2 O1 111.35(4) . .
O5 Zn2 O1 111.35(4) 16_655 .
Zn2 O1 Zn2 110.23(8) 2_655 .
Zn2 O1 Zn1 109.102(5) 2_655 .
Zn2 O1 Zn1 109.101(5) . .
Zn2 O1 Zn1 109.103(5) 2_655 2_655
Zn2 O1 Zn1 109.102(5) . 2_655
Zn1 O1 Zn1 110.19(8) . 2_655
C1 O2 Zn1 131.43(18) . .
C4 O3 Zn2 131.5(2) . .
C9 O4 Zn1 131.49(12) . .
C9 O5 Zn2 131.09(12) . .
O2 C1 O2 126.2(3) 2_655 .
O2 C1 C2 116.92(15) 2_655 .
O2 C1 C2 116.92(15) . .
C3 C2 C3 119.9(3) 2_655 .
C3 C2 C1 120.02(16) 2_655 .
C3 C2 C1 120.03(16) . .
C2 C3 C3 120.02(16) . 14_556
O3 C4 O3 126.3(3) . 2_655
O3 C4 C5 116.87(16) . .
O3 C4 C5 116.87(16) 2_655 .
C6 C5 C6 45.9(4) 15 2_655
C6 C5 C6 119.5(4) 15 16_655
C6 C5 C6 100.9(4) 2_655 16_655
C6 C5 C6 100.9(4) 15 .
C6 C5 C6 119.5(4) 2_655 .
C6 C5 C6 45.9(4) 16_655 .
C6 C5 C4 120.2(2) 15 .
C6 C5 C4 120.2(2) 2_655 .
C6 C5 C4 120.2(2) 16_655 .
C6 C5 C4 120.2(2) . .
C6 C6 C7 89.2(3) 16_655 .
C6 C6 C5 67.1(2) 16_655 .
C7 C6 C5 120.2(2) . .
C6 C6 C7 52.5(3) 16_655 16_655
C7 C6 C7 36.8(4) . 16_655
C5 C6 C7 99.5(3) . 16_655
C7 C7 C6 90.8(3) 16_655 .
C7 C7 C8 68.0(2) 16_655 .
C6 C7 C8 120.9(3) . .
C7 C7 N51 118.3(6) 16_655 .
C6 C7 N51 109.4(5) . .
C8 C7 N51 129.4(6) . .
C7 C7 C6 52.5(3) 16_655 16_655
C6 C7 C6 38.3(4) . 16_655
C8 C7 C6 100.1(3) . 16_655
N51 C7 C6 123.9(6) . 16_655
C7 C8 C7 44.0(5) 16_655 .
C7 C8 C7 118.2(5) 16_655 15
C7 C8 C7 101.1(5) . 15
C7 C8 C7 101.1(5) 16_655 2_655
C7 C8 C7 118.2(5) . 2_655
C7 C8 C7 44.0(5) 15 2_655
C7 C8 C8 120.9(2) 16_655 13_655
C7 C8 C8 120.9(2) . 13_655
C7 C8 C8 120.9(2) 15 13_655
C7 C8 C8 120.9(2) 2_655 13_655
O4 C9 O5 125.53(16) . .
O4 C9 C10 117.36(16) . .
O5 C9 C10 117.11(16) . .
C15 C10 C11 119.27(17) . .
C15 C10 C9 120.66(17) . .
C11 C10 C9 120.06(17) . .
C12 C11 C10 121.10(19) . .
C11 C12 C13 119.7(2) . .
C12 C13 C14 119.17(18) . .
C12 C13 C16 133.06(19) . .
C14 C13 C16 107.77(17) . .
C15 C14 C13 120.98(18) . .
C15 C14 C18 126.50(18) . .
C13 C14 C18 112.51(17) . .
C10 C15 C14 119.74(18) . .
C17 C16 C17 119.60(19) 9 .
C17 C16 C13 132.93(18) 9 .
C17 C16 C13 107.47(17) . .
C16 C17 C16 120.40(19) 5 .
C16 C17 C18 128.29(18) 5 .
C16 C17 C18 111.31(17) . .
C14 C18 C17 100.93(16) . .
C14 C18 C20 108.7(2) . .
C17 C18 C20 112.2(2) . .
C14 C18 C19 107.9(2) . .
C17 C18 C19 112.3(2) . .
C20 C18 C19 113.9(2) . .
C52 N51 C7 137.3(7) . .
O53 C52 N51 124.8 . .
O53 C52 C54 120.5 . .
N51 C52 C54 114.6 . .
C54 N58 C57 112.5 . .
N58 C54 C52 115.5 . .
N58 C54 C55 102.6 . .
C52 C54 C55 111.5 . .
C56 C55 C54 103.1 . .
C57 C56 C55 103.3 . .
N58 C57 C56 102.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O4 1.9309(12) 15
Zn1 O4 1.9310(12) .
Zn1 O2 1.9313(15) .
Zn1 O1 1.9446(10) .
Zn2 O3 1.9266(18) .
Zn2 O5 1.9359(12) .
Zn2 O5 1.9359(12) 16_655
Zn2 O1 1.9413(10) .
O1 Zn2 1.9412(10) 2_655
O1 Zn1 1.9447(10) 2_655
O2 C1 1.246(2) .
O3 C4 1.239(3) .
O4 C9 1.245(2) .
O5 C9 1.257(2) .
C1 O2 1.246(2) 2_655
C1 C2 1.502(4) .
C2 C3 1.366(3) 2_655
C2 C3 1.366(3) .
C3 C3 1.391(5) 14_556
C4 O3 1.239(3) 2_655
C4 C5 1.500(5) .
C5 C6 1.367(4) 15
C5 C6 1.367(4) 2_655
C5 C6 1.367(4) 16_655
C5 C6 1.367(4) .
C6 C6 1.066(10) 16_655
C6 C7 1.365(6) .
C6 C7 1.721(7) 16_655
C7 C7 1.030(12) 16_655
C7 C8 1.375(5) .
C7 N51 1.626(9) .
C7 C6 1.721(7) 16_655
C8 C7 1.375(5) 16_655
C8 C7 1.375(5) 15
C8 C7 1.375(5) 2_655
C8 C8 1.505(8) 13_655
C9 C10 1.491(2) .
C10 C15 1.381(3) .
C10 C11 1.392(3) .
C11 C12 1.383(3) .
C12 C13 1.386(3) .
C13 C14 1.391(3) .
C13 C16 1.497(3) .
C14 C15 1.388(3) .
C14 C18 1.508(3) .
C16 C17 1.393(3) 9
C16 C17 1.406(3) .
C17 C16 1.394(3) 5
C17 C18 1.531(3) .
C18 C20 1.537(4) .
C18 C19 1.541(4) .
N51 C52 1.3726 .
C52 O53 1.2179 .
C52 C54 1.5192 .
N58 C54 1.4648 .
N58 C57 1.4762 .
C54 C55 1.5389 .
C55 C56 1.5245 .
C56 C57 1.5219 .
