#------------------------------------------------------------------------------
#$Date: 2021-03-31 00:48:58 +0300 (Wed, 31 Mar 2021) $
#$Revision: 263456 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/85/4518592.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_4518592
loop_
_publ_author_name
'Wang, Jia-Xin'
'Gu, Xiao-Wen'
'Lin, Yu-Xin'
'Li, Bin'
'Qian, Guodong'
_publ_section_title
;
 A Novel Hydrogen-Bonded Organic Framework with Highly Permanent Porosity
 for Boosting Ethane/Ethylene Separation
;
_journal_name_full               'ACS Materials Letters'
_journal_page_first              497
_journal_page_last               503
_journal_paper_doi               10.1021/acsmaterialslett.1c00013
_journal_year                    2021
_chemical_formula_sum            'C46 H37 N0 O8'
_chemical_formula_weight         717.75
_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_Hall           '-F 2uv 2vw'
_space_group_name_H-M_alt        'F d d d :2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   13.359(3)
_cell_length_b                   49.113(12)
_cell_length_c                   51.861(12)
_cell_measurement_reflns_used    464
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      38.34
_cell_measurement_theta_min      3.53
_cell_volume                     34026(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      183(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       57
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       63
_diffrn_reflns_limit_l_min       -59
_diffrn_reflns_number            39022
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.956
_diffrn_reflns_theta_min         3.409
_exptl_absorpt_coefficient_mu    0.310
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6273
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    0.560
_exptl_crystal_description       block
_exptl_crystal_F_000             6032
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       0.000189(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         7608
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0820
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0800P)²+22.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2056
_refine_ls_wR_factor_ref         0.2215
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4443
_reflns_number_total             7608
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            tz1c00013_si_002.cif
_cod_data_source_block           cu_20200525zju_1_0m_sq
_cod_original_cell_volume        34025(14)
_cod_original_sg_symbol_H-M      'F d d d'
_cod_database_code               4518592
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'
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
C001 C 0.125000 0.625000 0.37390(6) 0.0740(7) Uani 1 2 d S T P . .
O1 O 0.36345(14) 0.50396(5) 0.26984(5) 0.1627(10) Uani 1 1 d . . . . .
H1 H 0.405012 0.494137 0.262019 0.244 Uiso 1 1 calc R U . . .
C1 C 0.18954(14) 0.64253(4) 0.44155(4) 0.0798(5) Uani 1 1 d . . . . .
O002 O 0.52654(14) 0.71793(5) 0.49561(5) 0.1625(10) Uani 1 1 d . . . . .
O2 O 0.39373(14) 0.74430(5) 0.50024(6) 0.1695(10) Uani 1 1 d . . . . .
H2 H 0.437369 0.755362 0.505361 0.254 Uiso 1 1 calc R U . . .
C2 C 0.125000 0.625000 0.40216(5) 0.0746(7) Uani 1 2 d S T P . .
C3 C 0.17691(14) 0.60445(4) 0.36069(4) 0.0778(5) Uani 1 1 d . . . . .
C004 C 0.19194(14) 0.64196(4) 0.41516(4) 0.0777(5) Uani 1 1 d . . . . .
C4 C 0.125000 0.625000 0.32109(5) 0.0768(7) Uani 1 2 d S T P . .
O006 O 0.49824(14) 0.52935(4) 0.27530(5) 0.1564(9) Uani 1 1 d . . . . .
C00B C 0.125000 0.625000 0.45484(6) 0.0861(8) Uani 1 2 d S T P . .
C00C C 0.17726(14) 0.60472(4) 0.33435(4) 0.0764(5) Uani 1 1 d . . . . .
C00D C 0.23649(14) 0.58359(4) 0.32020(4) 0.0803(6) Uani 1 1 d . . . . .
C00E C 0.33820(15) 0.58672(4) 0.31734(4) 0.0851(6) Uani 1 1 d . . . . .
H00E H 0.370552 0.602050 0.324775 0.102 Uiso 1 1 calc R U . . .
C00F C 0.125000 0.625000 0.29269(6) 0.0938(9) Uani 1 2 d S T P . .
H00A H 0.089649 0.638717 0.283533 0.113 Uiso 0.5 1 calc R U P . .
H00B H 0.160351 0.611283 0.283533 0.113 Uiso 0.5 1 calc R U P . .
C00G C 0.25391(16) 0.66261(4) 0.45537(4) 0.0868(6) Uani 1 1 d . . . . .
C00H C 0.39377(16) 0.56783(5) 0.30381(5) 0.0955(7) Uani 1 1 d . . . . .
H00H H 0.463861 0.570360 0.301848 0.115 Uiso 1 1 calc R U . . .
C00I C 0.26567(17) 0.65964(5) 0.40092(4) 0.1001(7) Uani 1 1 d . . . . .
H00C H 0.252423 0.658615 0.382364 0.150 Uiso 1 1 calc R U . . .
H00D H 0.333871 0.653285 0.404423 0.150 Uiso 1 1 calc R U . . .
H00F H 0.258695 0.678538 0.406729 0.150 Uiso 1 1 calc R U . . .
C00J C 0.37252(17) 0.70171(5) 0.47970(5) 0.1072(8) Uani 1 1 d . . . . .
C00K C 0.22983(18) 0.58167(5) 0.37520(5) 0.1022(7) Uani 1 1 d . . . . .
H00G H 0.271412 0.571224 0.363185 0.153 Uiso 1 1 calc R U . . .
H00I H 0.179930 0.569619 0.383051 0.153 Uiso 1 1 calc R U . . .
H00J H 0.272215 0.589514 0.388723 0.153 Uiso 1 1 calc R U . . .
C00L C 0.35087(19) 0.65699(5) 0.46197(6) 0.1217(10) Uani 1 1 d . . . . .
H00L H 0.378023 0.639539 0.458289 0.146 Uiso 1 1 calc R U . . .
C00M C 0.19134(17) 0.56071(5) 0.30920(5) 0.1070(8) Uani 1 1 d . . . . .
H00M H 0.121118 0.558234 0.310891 0.128 Uiso 1 1 calc R U . . .
C00N C 0.34783(16) 0.54514(5) 0.29301(5) 0.0992(7) Uani 1 1 d . . . . .
C00O C 0.24683(18) 0.54173(5) 0.29596(6) 0.1167(9) Uani 1 1 d . . . . .
H00O H 0.214901 0.526175 0.288823 0.140 Uiso 1 1 calc R U . . .
C00P C 0.125000 0.625000 0.48336(7) 0.1323(14) Uani 1 2 d S T P . .
H00K H 0.084765 0.609698 0.489659 0.198 Uiso 0.5 1 calc R U P . .
H00N H 0.096396 0.642129 0.489659 0.198 Uiso 0.5 1 calc R U P . .
H00P H 0.193839 0.623174 0.489659 0.198 Uiso 0.5 1 calc R U P . .
C00Q C 0.4362(2) 0.72245(6) 0.49257(6) 0.1269(10) Uani 1 1 d . . . . .
C00R C 0.4074(2) 0.52497(6) 0.27856(6) 0.1218(9) Uani 1 1 d . . . . .
C00S C 0.21754(17) 0.68832(5) 0.46156(5) 0.1136(9) Uani 1 1 d . . . . .
H00S H 0.150255 0.692686 0.457311 0.136 Uiso 1 1 calc R U . . .
C00T C 0.27537(19) 0.70764(6) 0.47360(6) 0.1262(10) Uani 1 1 d . . . . .
H00T H 0.248091 0.724986 0.477646 0.151 Uiso 1 1 calc R U . . .
C00U C 0.40972(19) 0.67630(5) 0.47389(6) 0.1266(10) Uani 1 1 d . . . . .
H00U H 0.477043 0.672002 0.478160 0.152 Uiso 1 1 calc R U . . .
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'
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
_geom_angle_publ_flag
C3 C001 C3 121.6(3) . 14_455 ?
C3 C001 C2 119.23(13) . . ?
C3 C001 C2 119.22(13) 14_455 . ?
C004 C1 C00B 119.59(19) . . ?
C004 C1 C00G 118.70(18) . . ?
C00B C1 C00G 121.7(2) . . ?
C004 C2 C004 122.3(3) 14_455 . ?
C004 C2 C001 118.87(13) 14_455 . ?
C004 C2 C001 118.87(13) . . ?
C00C C3 C001 118.88(19) . . ?
C00C C3 C00K 120.00(18) . . ?
C001 C3 C00K 121.1(2) . . ?
C1 C004 C2 118.68(19) . . ?
C1 C004 C00I 119.55(18) . . ?
C2 C004 C00I 121.78(19) . . ?
C00C C4 C00C 121.0(3) 14_455 . ?
C00C C4 C00F 119.48(13) 14_455 . ?
C00C C4 C00F 119.48(13) . . ?
C1 C00B C1 121.0(3) . 14_455 ?
C1 C00B C00P 119.48(13) . . ?
C1 C00B C00P 119.47(13) 14_455 . ?
C3 C00C C4 119.82(19) . . ?
C3 C00C C00D 119.03(17) . . ?
C4 C00C C00D 121.12(19) . . ?
C00E C00D C00M 118.20(19) . . ?
C00E C00D C00C 119.82(18) . . ?
C00M C00D C00C 121.98(18) . . ?
C00D C00E C00H 120.7(2) . . ?
C00L C00G C00S 117.1(2) . . ?
C00L C00G C1 122.2(2) . . ?
C00S C00G C1 120.7(2) . . ?
C00E C00H C00N 120.4(2) . . ?
C00T C00J C00U 119.0(2) . . ?
C00T C00J C00Q 120.1(2) . . ?
C00U C00J C00Q 120.9(2) . . ?
C00G C00L C00U 120.9(2) . . ?
C00O C00M C00D 121.1(2) . . ?
C00O C00N C00H 119.2(2) . . ?
C00O C00N C00R 120.4(2) . . ?
C00H C00N C00R 120.3(2) . . ?
C00N C00O C00M 120.3(2) . . ?
O002 C00Q O2 123.0(2) . . ?
O002 C00Q C00J 119.5(2) . . ?
O2 C00Q C00J 117.5(2) . . ?
O006 C00R O1 122.8(2) . . ?
O006 C00R C00N 118.6(2) . . ?
O1 C00R C00N 118.5(2) . . ?
C00T C00S C00G 122.4(2) . . ?
C00J C00T C00S 119.5(2) . . ?
C00J C00U C00L 121.1(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C001 C3 1.403(2) . ?
C001 C3 1.403(2) 14_455 ?
C001 C2 1.466(4) . ?
O1 C00R 1.270(3) . ?
C1 C004 1.370(3) . ?
C1 C00B 1.400(2) . ?
C1 C00G 1.492(3) . ?
O002 C00Q 1.237(3) . ?
O2 C00Q 1.278(3) . ?
C2 C004 1.395(2) 14_455 ?
C2 C004 1.395(2) . ?
C3 C00C 1.366(3) . ?
C3 C00K 1.523(3) . ?
C004 C00I 1.506(3) . ?
C4 C00C 1.397(2) 14_455 ?
C4 C00C 1.397(2) . ?
C4 C00F 1.473(4) . ?
O006 C00R 1.245(3) . ?
C00B C00P 1.479(4) . ?
C00C C00D 1.497(3) . ?
C00D C00E 1.375(3) . ?
C00D C00M 1.397(3) . ?
C00E C00H 1.380(3) . ?
C00G C00L 1.368(3) . ?
C00G C00S 1.391(3) . ?
C00H C00N 1.390(3) . ?
C00J C00T 1.367(3) . ?
C00J C00U 1.377(3) . ?
C00J C00Q 1.486(3) . ?
C00L C00U 1.378(3) . ?
C00M C00O 1.375(3) . ?
C00N C00O 1.368(3) . ?
C00N C00R 1.475(3) . ?
C00S C00T 1.374(3) . ?
