#------------------------------------------------------------------------------
#$Date: 2019-05-14 02:35:03 +0200 (mar 14 de may de 2019) $
#$Revision: 215119 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/34/7123432.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_7123432
loop_
_publ_author_name
'Wang, Fei'
'Sikma, Eric'
'Duan, Zhiming'
'Sarma, Tridib'
'Lei, Chuanhu'
'Zhang, Zhan'
'Humphrey, Simon M.'
'Sessler, Jonathan L.'
_publ_section_title
;
 Shape-persistent pyrrole-based covalent organic cages: synthesis,
 structure and selective gas adsorption properties
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC02490E
_journal_year                    2019
_chemical_formula_moiety         'C81 H105 N17, 3(H2 O)'
_chemical_formula_sum            'C81 H111 N17 O3'
_chemical_formula_weight         1370.86
_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_Hall           '-P 6c'
_space_group_name_H-M_alt        'P 63/m'
_symmetry_space_group_name_Hall  '-P 6c'
_symmetry_space_group_name_H-M   'P 63/m'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-03-20 deposited with the CCDC.    2019-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   17.3339(3)
_cell_length_b                   17.3339(3)
_cell_length_c                   23.8668(4)
_cell_measurement_reflns_used    20150
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      73.5800
_cell_measurement_theta_min      4.6800
_cell_volume                     6210.37(18)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            68031
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.054
_diffrn_reflns_theta_max         67.054
_diffrn_reflns_theta_min         3.478
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_correction_T_min  0.887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         3807
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0521
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1091P)²+0.4701P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1644
_refine_ls_wR_factor_ref         0.1715
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3178
_reflns_number_total             3807
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc02490e2.cif
_cod_data_source_block           exp_199_sq
_cod_original_cell_volume        6210.4(2)
_cod_database_code               7123432
_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   0.887
_shelx_estimated_absorpt_t_max   0.925
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
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
O1W O 0.60505(19) 0.56630(18) 0.7500 0.1086(8) Uani 1 2 d DS T P A 4
H1W H 0.618(2) 0.5485(19) 0.7207(9) 0.163 Uiso 1 1 d D U . B 4
N1 N 0.53330(11) 0.72015(10) 0.7500 0.0532(4) Uani 1 2 d S T P C 4
N2 N 0.56488(8) 0.65266(7) 0.65729(5) 0.0538(3) Uani 1 1 d . . . C 4
H2 H 0.5786 0.6379 0.6895 0.065 Uiso 1 1 calc R U . C 4
N3 N 0.63575(8) 0.53274(8) 0.63688(5) 0.0574(3) Uani 1 1 d . . . C 4
N4 N 0.6667 0.3333 0.63642(8) 0.0523(5) Uani 1 3 d S T P C 4
C1 C 0.47464(16) 0.84120(16) 0.7500 0.0694(6) Uani 1 2 d S T P C 4
H1 H 0.4561 0.8844 0.7500 0.083 Uiso 1 2 calc R U P C 4
C2 C 0.48793(11) 0.81018(11) 0.70027(6) 0.0662(4) Uani 1 1 d . . . C 4
H2A H 0.4772 0.8301 0.6656 0.079 Uiso 1 1 calc R U . C 4
C3 C 0.51750(9) 0.74881(9) 0.70140(5) 0.0540(3) Uani 1 1 d . . . C 4
C4 C 0.53236(9) 0.70960(9) 0.65110(6) 0.0543(3) Uani 1 1 d . . . C 4
C5 C 0.51788(10) 0.71498(10) 0.59420(6) 0.0599(4) Uani 1 1 d . . . C 4
C6 C 0.54324(11) 0.65952(10) 0.56581(6) 0.0635(4) Uani 1 1 d . . . C 4
C7 C 0.57285(10) 0.62227(10) 0.60621(6) 0.0577(4) Uani 1 1 d . . . C 4
C8 C 0.60835(10) 0.56348(10) 0.59827(6) 0.0592(4) Uani 1 1 d . . . C 4
H8 H 0.6115 0.5463 0.5609 0.071 Uiso 1 1 calc R U . C 4
C9 C 0.67307(10) 0.47710(10) 0.61998(6) 0.0611(4) Uani 1 1 d . . . C 4
H9A H 0.7386 0.5111 0.6244 0.073 Uiso 1 1 calc R U . C 4
H9B H 0.6595 0.4609 0.5800 0.073 Uiso 1 1 calc R U . C 4
C10 C 0.63528(9) 0.39376(9) 0.65473(6) 0.0564(4) Uani 1 1 d . . . C 4
H10A H 0.6523 0.4102 0.6944 0.068 Uiso 1 1 calc R U . C 4
H10B H 0.5695 0.3623 0.6524 0.068 Uiso 1 1 calc R U . C 4
C11 C 0.48314(13) 0.76975(12) 0.56673(7) 0.0769(5) Uani 1 1 d . . . C 4
H11A H 0.4330 0.7652 0.5892 0.092 Uiso 1 1 calc R U . C 4
H11B H 0.4598 0.7449 0.5291 0.092 Uiso 1 1 calc R U . C 4
C12 C 0.55308(17) 0.86662(15) 0.56072(9) 0.1027(7) Uani 1 1 d . . . C 4
H12A H 0.5783 0.8911 0.5976 0.154 Uiso 1 1 calc R U . C 4
H12B H 0.5259 0.8996 0.5449 0.154 Uiso 1 1 calc R U . C 4
H12C H 0.6005 0.8721 0.5358 0.154 Uiso 1 1 calc R U . C 4
C13 C 0.53980(15) 0.64506(15) 0.50356(7) 0.0854(6) Uani 1 1 d . . . C 4
H13A H 0.5372 0.5876 0.4963 0.103 Uiso 1 1 calc R U . C 4
H13B H 0.4842 0.6404 0.4888 0.103 Uiso 1 1 calc R U . C 4
C14 C 0.6168(2) 0.7166(2) 0.47220(10) 0.1238(9) Uani 1 1 d . . . C 4
H14A H 0.6157 0.7724 0.4752 0.186 Uiso 1 1 calc R U . C 4
H14B H 0.6128 0.6996 0.4327 0.186 Uiso 1 1 calc R U . C 4
H14C H 0.6725 0.7248 0.4881 0.186 Uiso 1 1 calc R U . C 4
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
C3 N1 C3 119.48(15) 10_557 .
C7 N2 C4 109.91(11) . .
C7 N2 H2 125.0 . .
C4 N2 H2 125.0 . .
C8 N3 C9 117.30(12) . .
C10 N4 C10 111.52(9) 3_665 2_655
C10 N4 C10 111.52(9) 3_665 .
C10 N4 C10 111.53(9) 2_655 .
C2 C1 C2 120.19(18) 10_557 .
C2 C1 H1 119.9 10_557 .
C2 C1 H1 119.9 . .
C1 C2 C3 118.78(14) . .
C1 C2 H2A 120.6 . .
C3 C2 H2A 120.6 . .
N1 C3 C2 121.35(13) . .
N1 C3 C4 114.87(11) . .
C2 C3 C4 123.77(12) . .
N2 C4 C5 107.86(12) . .
N2 C4 C3 118.56(12) . .
C5 C4 C3 133.55(12) . .
C4 C5 C6 107.10(12) . .
C4 C5 C11 127.54(14) . .
C6 C5 C11 125.35(13) . .
C7 C6 C5 107.18(13) . .
C7 C6 C13 126.86(14) . .
C5 C6 C13 125.96(14) . .
N2 C7 C6 107.94(12) . .
N2 C7 C8 123.54(12) . .
C6 C7 C8 128.50(13) . .
N3 C8 C7 125.62(13) . .
N3 C8 H8 117.2 . .
C7 C8 H8 117.2 . .
N3 C9 C10 110.98(11) . .
N3 C9 H9A 109.4 . .
C10 C9 H9A 109.4 . .
N3 C9 H9B 109.4 . .
C10 C9 H9B 109.4 . .
H9A C9 H9B 108.0 . .
N4 C10 C9 112.50(12) . .
N4 C10 H10A 109.1 . .
C9 C10 H10A 109.1 . .
N4 C10 H10B 109.1 . .
C9 C10 H10B 109.1 . .
H10A C10 H10B 107.8 . .
C5 C11 C12 113.04(16) . .
C5 C11 H11A 109.0 . .
C12 C11 H11A 109.0 . .
C5 C11 H11B 109.0 . .
C12 C11 H11B 109.0 . .
H11A C11 H11B 107.8 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C14 C13 C6 114.39(19) . .
C14 C13 H13A 108.7 . .
C6 C13 H13A 108.7 . .
C14 C13 H13B 108.7 . .
C6 C13 H13B 108.7 . .
H13A C13 H13B 107.6 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1W H1W 0.838(17) .
N1 C3 1.3429(15) 10_557
N1 C3 1.3430(15) .
N2 C7 1.3621(17) .
N2 C4 1.3676(17) .
N2 H2 0.8800 .
N3 C8 1.2696(18) .
N3 C9 1.4613(17) .
N4 C10 1.4677(14) 3_665
N4 C10 1.4677(14) 2_655
N4 C10 1.4678(14) .
C1 C2 1.3693(18) 10_557
C1 C2 1.3693(18) .
C1 H1 0.9500 .
C2 C3 1.3929(19) .
C2 H2A 0.9500 .
C3 C4 1.4643(19) .
C4 C5 1.393(2) .
C5 C6 1.414(2) .
C5 C11 1.505(2) .
C6 C7 1.393(2) .
C6 C13 1.503(2) .
C7 C8 1.442(2) .
C8 H8 0.9500 .
C9 C10 1.5025(19) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.508(3) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.491(4) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
