#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:31:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178815 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/69/4106952.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_4106952
loop_
_publ_author_name
'Michael J. Bojdys'
'Michael E. Briggs'
'James T. A. Jones'
'Dave J. Adams'
'Samantha Y. Chong'
'Marc Schmidtmann'
'Andrew I. Cooper'
_publ_section_title
;
 Supramolecular Engineering of Intrinsic and Extrinsic Porosity in
 Covalent Organic Cages
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16566
_journal_page_last               16571
_journal_paper_doi               10.1021/ja2056374
_journal_volume                  133
_journal_year                    2011
_chemical_absolute_configuration syn
_chemical_formula_sum            'C120 H96 N12'
_chemical_formula_weight         1706.09
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           146
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_sites_solution_hydrogens   difmap
_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                120.00
_cell_formula_units_Z            3
_cell_length_a                   29.494(5)
_cell_length_b                   29.494(5)
_cell_length_c                   11.036(3)
_cell_measurement_reflns_used    3303
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      17.78
_cell_measurement_theta_min      2.32
_cell_volume                     8314(3)
_computing_cell_refinement       'Bruker AXS SAINT V7.68A'
_computing_data_collection       'CrystalClear-SM Expert 2.0r6 (Rigaku, 2010)'
_computing_data_reduction        'Bruker AXS SAINT V7.68A'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device
;
CrystalLogic Kappa (3 circle)
;
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_source         Synchrotron
_diffrn_radiation_wavelength     0.68890
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0522
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            17139
_diffrn_reflns_theta_full        20.14
_diffrn_reflns_theta_max         20.14
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_correction_T_min  0.6409
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2008/1 (Sheldrick, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.022
_exptl_crystal_description       needle
_exptl_crystal_F_000             2700
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.081
_refine_diff_density_min         -0.082
_refine_diff_density_rms         0.018
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -4(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         3878
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0421
_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)+(0.0400P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0947
_reflns_number_gt                2448
_reflns_number_total             3878
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja2056374_si_003.cif
_cod_data_source_block           mjr0853
_cod_original_sg_symbol_H-M      'R 3'
_cod_database_code               4106952
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
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
N1 N 0.45384(16) 0.79812(14) -0.0638(3) 0.0907(10) Uani 1 1 d .
N2 N 0.49005(12) 0.85855(13) 0.1568(3) 0.0889(9) Uani 1 1 d .
N3 N 0.36829(15) 0.84076(13) 0.6452(4) 0.1027(11) Uani 1 1 d .
N4 N 0.25831(14) 0.77711(19) 0.6116(3) 0.1019(11) Uani 1 1 d .
C1 C 0.38619(15) 0.6850(2) -0.0536(4) 0.0887(11) Uani 1 1 d .
H1 H 0.4221 0.6975 -0.0538 0.106 Uiso 1 1 calc R
C2 C 0.36843(19) 0.72067(16) -0.0534(3) 0.0827(11) Uani 1 1 d .
C3 C 0.4051(2) 0.77717(18) -0.0545(4) 0.0917(12) Uani 1 1 d .
H3 H 0.3911 0.7992 -0.0478 0.110 Uiso 1 1 calc R
C4 C 0.48395(16) 0.85526(17) -0.0650(4) 0.0913(12) Uani 1 1 d .
H4 H 0.4598 0.8688 -0.0575 0.110 Uiso 1 1 calc R
C5 C 0.52143(16) 0.87410(16) 0.0443(4) 0.0868(11) Uani 1 1 d .
H5 H 0.5438 0.8583 0.0420 0.104 Uiso 1 1 calc R
C6 C 0.49537(16) 0.82770(17) 0.2272(4) 0.0924(12) Uani 1 1 d .
H6 H 0.5165 0.8142 0.2029 0.111 Uiso 1 1 calc R
C7 C 0.46951(17) 0.81232(16) 0.3461(4) 0.0857(11) Uani 1 1 d .
C8 C 0.48428(15) 0.78640(16) 0.4267(4) 0.0901(11) Uani 1 1 d .
H8 H 0.5079 0.7760 0.4023 0.108 Uiso 1 1 calc R
C9 C 0.46422(17) 0.77540(16) 0.5454(4) 0.0888(12) Uani 1 1 d .
C10 C 0.42957(18) 0.79080(15) 0.5792(4) 0.0901(12) Uani 1 1 d .
H10 H 0.4158 0.7834 0.6573 0.108 Uiso 1 1 calc R
C11 C 0.41416(16) 0.81735(16) 0.4998(4) 0.0878(12) Uani 1 1 d .
C12 C 0.43445(19) 0.82751(15) 0.3827(4) 0.0925(12) Uani 1 1 d .
H12 H 0.4242 0.8448 0.3284 0.111 Uiso 1 1 calc R
C13 C 0.37933(18) 0.83723(16) 0.5357(5) 0.1040(14) Uani 1 1 d .
H13 H 0.3646 0.8477 0.4752 0.125 Uiso 1 1 calc R
C14 C 0.3331(2) 0.8614(2) 0.6658(4) 0.1097(15) Uani 1 1 d .
H14 H 0.3276 0.8748 0.5894 0.132 Uiso 1 1 calc R
C15 C 0.2806(2) 0.8158(2) 0.7103(4) 0.1024(13) Uani 1 1 d .
H15 H 0.2869 0.7995 0.7809 0.123 Uiso 1 1 calc R
C16 C 0.24888(16) 0.7316(2) 0.6328(4) 0.0898(12) Uani 1 1 d .
H16 H 0.2578 0.7246 0.7085 0.108 Uiso 1 1 calc R
C17 C 0.5148(2) 0.8758(2) -0.1807(5) 0.1161(15) Uani 1 1 d .
C18 C 0.5488(3) 0.8592(2) -0.2143(6) 0.155(2) Uani 1 1 d .
H18 H 0.5520 0.8348 -0.1672 0.187 Uiso 1 1 calc R
C19 C 0.5791(4) 0.8793(4) -0.3208(10) 0.260(6) Uani 1 1 d .
H19 H 0.6008 0.8668 -0.3474 0.312 Uiso 1 1 calc R
C20 C 0.5759(5) 0.9170(5) -0.3830(13) 0.264(8) Uani 1 1 d .
H20 H 0.5975 0.9318 -0.4501 0.317 Uiso 1 1 calc R
C21 C 0.5420(5) 0.9344(4) -0.3513(9) 0.251(6) Uani 1 1 d .
H21 H 0.5403 0.9602 -0.3963 0.301 Uiso 1 1 calc R
C22 C 0.5106(3) 0.9124(3) -0.2507(6) 0.166(2) Uani 1 1 d .
H22 H 0.4863 0.9224 -0.2298 0.199 Uiso 1 1 calc R
C23 C 0.5548(2) 0.93327(18) 0.0403(4) 0.0963(13) Uani 1 1 d .
C24 C 0.6063(2) 0.9564(2) 0.0063(4) 0.1153(15) Uani 1 1 d .
H24 H 0.6212 0.9356 -0.0077 0.138 Uiso 1 1 calc R
C25 C 0.6360(3) 1.0090(3) -0.0076(5) 0.152(2) Uani 1 1 d .
H25 H 0.6711 1.0238 -0.0292 0.183 Uiso 1 1 calc R
C26 C 0.6152(4) 1.0403(3) 0.0096(6) 0.167(3) Uani 1 1 d .
H26 H 0.6352 1.0761 -0.0043 0.201 Uiso 1 1 calc R
C27 C 0.5647(4) 1.0188(3) 0.0475(7) 0.179(3) Uani 1 1 d .
H27 H 0.5505 1.0401 0.0629 0.215 Uiso 1 1 calc R
C28 C 0.5342(2) 0.9645(2) 0.0632(5) 0.1414(19) Uani 1 1 d .
H28 H 0.4997 0.9498 0.0894 0.170 Uiso 1 1 calc R
C29 C 0.3570(2) 0.9057(2) 0.7588(7) 0.1297(17) Uani 1 1 d .
C30 C 0.3748(2) 0.8996(3) 0.8654(8) 0.159(2) Uani 1 1 d .
H30 H 0.3729 0.8679 0.8834 0.190 Uiso 1 1 calc R
C31 C 0.3964(3) 0.9403(5) 0.9507(9) 0.222(4) Uani 1 1 d .
H31 H 0.4098 0.9362 1.0234 0.266 Uiso 1 1 calc R
C32 C 0.3973(5) 0.9854(5) 0.9260(13) 0.244(6) Uani 1 1 d .
H32 H 0.4104 1.0122 0.9832 0.293 Uiso 1 1 calc R
C33 C 0.3799(6) 0.9920(4) 0.8213(13) 0.262(6) Uani 1 1 d .
H33 H 0.3814 1.0237 0.8054 0.314 Uiso 1 1 calc R
C34 C 0.3591(3) 0.9525(3) 0.7333(7) 0.207(3) Uani 1 1 d .
H34 H 0.3470 0.9577 0.6597 0.248 Uiso 1 1 calc R
C35 C 0.2427(2) 0.8337(2) 0.7442(6) 0.1416(19) Uani 1 1 d .
C36 C 0.2328(3) 0.8375(3) 0.8629(7) 0.192(3) Uani 1 1 d .
H36 H 0.2502 0.8295 0.9218 0.231 Uiso 1 1 calc R
C37 C 0.1972(4) 0.8531(5) 0.8993(10) 0.280(6) Uani 1 1 d .
H37 H 0.1886 0.8533 0.9802 0.336 Uiso 1 1 calc R
C38 C 0.1754(6) 0.8683(7) 0.8059(17) 0.355(10) Uani 1 1 d .
H38 H 0.1539 0.8818 0.8272 0.426 Uiso 1 1 calc R
C39 C 0.1835(5) 0.8645(5) 0.6890(14) 0.317(8) Uani 1 1 d .
H39 H 0.1661 0.8725 0.6299 0.380 Uiso 1 1 calc R
C40 C 0.2192(3) 0.8481(3) 0.6574(7) 0.210(3) Uani 1 1 d .
H40 H 0.2269 0.8469 0.5762 0.252 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0029 0.0015 '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 0.0057 0.0031 '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 C4 117.1(4) . .
C6 N2 C5 117.1(4) . .
C13 N3 C14 116.6(4) . .
C16 N4 C15 117.8(4) . .
C2 C1 C2 122.0(4) 3_565 .
C2 C1 H1 119.0 3_565 .
C2 C1 H1 119.0 . .
C1 C2 C1 117.9(4) 2_665 .
C1 C2 C3 120.8(5) 2_665 .
C1 C2 C3 121.2(5) . .
N1 C3 C2 125.0(4) . .
N1 C3 H3 117.5 . .
C2 C3 H3 117.5 . .
N1 C4 C17 111.5(4) . .
N1 C4 C5 108.8(3) . .
C17 C4 C5 109.8(4) . .
N1 C4 H4 108.9 . .
C17 C4 H4 108.9 . .
C5 C4 H4 108.9 . .
N2 C5 C23 109.1(4) . .
N2 C5 C4 108.7(3) . .
C23 C5 C4 109.2(3) . .
N2 C5 H5 109.9 . .
C23 C5 H5 109.9 . .
C4 C5 H5 109.9 . .
N2 C6 C7 122.6(4) . .
N2 C6 H6 118.7 . .
C7 C6 H6 118.7 . .
C12 C7 C8 119.2(4) . .
C12 C7 C6 121.3(4) . .
C8 C7 C6 119.2(5) . .
C7 C8 C9 121.1(4) . .
C7 C8 H8 119.5 . .
C9 C8 H8 119.5 . .
C10 C9 C8 118.5(4) . .
C10 C9 C16 120.6(5) . 3_565
C8 C9 C16 120.7(5) . 3_565
C9 C10 C11 121.7(4) . .
C9 C10 H10 119.2 . .
C11 C10 H10 119.2 . .
C12 C11 C10 118.6(4) . .
C12 C11 C13 118.4(5) . .
C10 C11 C13 123.0(5) . .
C7 C12 C11 120.9(4) . .
C7 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
N3 C13 C11 123.3(4) . .
N3 C13 H13 118.4 . .
C11 C13 H13 118.4 . .
N3 C14 C29 109.9(5) . .
N3 C14 C15 107.5(4) . .
C29 C14 C15 111.5(4) . .
N3 C14 H14 109.3 . .
C29 C14 H14 109.3 . .
C15 C14 H14 109.3 . .
N4 C15 C35 109.4(4) . .
N4 C15 C14 107.8(4) . .
C35 C15 C14 111.9(4) . .
N4 C15 H15 109.2 . .
C35 C15 H15 109.2 . .
C14 C15 H15 109.2 . .
N4 C16 C9 123.7(5) . 2_665
N4 C16 H16 118.2 . .
C9 C16 H16 118.2 2_665 .
C18 C17 C22 119.7(6) . .
C18 C17 C4 119.3(6) . .
C22 C17 C4 121.0(7) . .
C17 C18 C19 119.9(9) . .
C17 C18 H18 120.1 . .
C19 C18 H18 120.1 . .
C20 C19 C18 118.6(13) . .
C20 C19 H19 120.7 . .
C18 C19 H19 120.7 . .
C19 C20 C21 122.7(14) . .
C19 C20 H20 118.6 . .
C21 C20 H20 118.6 . .
C20 C21 C22 118.0(12) . .
C20 C21 H21 121.0 . .
C22 C21 H21 121.0 . .
C21 C22 C17 121.0(9) . .
C21 C22 H22 119.5 . .
C17 C22 H22 119.5 . .
C28 C23 C24 118.3(5) . .
C28 C23 C5 121.4(5) . .
C24 C23 C5 120.2(5) . .
C25 C24 C23 121.5(5) . .
C25 C24 H24 119.2 . .
C23 C24 H24 119.2 . .
C26 C25 C24 120.7(7) . .
C26 C25 H25 119.7 . .
C24 C25 H25 119.7 . .
C25 C26 C27 119.3(8) . .
C25 C26 H26 120.3 . .
C27 C26 H26 120.3 . .
C26 C27 C28 119.9(7) . .
C26 C27 H27 120.0 . .
C28 C27 H27 120.0 . .
C23 C28 C27 120.1(6) . .
C23 C28 H28 119.9 . .
C27 C28 H28 119.9 . .
C30 C29 C34 119.3(6) . .
C30 C29 C14 121.3(6) . .
C34 C29 C14 119.3(7) . .
C29 C30 C31 121.0(7) . .
C29 C30 H30 119.5 . .
C31 C30 H30 119.5 . .
C32 C31 C30 119.2(10) . .
C32 C31 H31 120.4 . .
C30 C31 H31 120.4 . .
C33 C32 C31 120.4(13) . .
C33 C32 H32 119.8 . .
C31 C32 H32 119.8 . .
C32 C33 C34 121.7(12) . .
C32 C33 H33 119.1 . .
C34 C33 H33 119.1 . .
C29 C34 C33 118.2(8) . .
C29 C34 H34 120.9 . .
C33 C34 H34 120.9 . .
C36 C35 C40 119.1(7) . .
C36 C35 C15 119.8(6) . .
C40 C35 C15 121.1(6) . .
C35 C36 C37 122.1(8) . .
C35 C36 H36 119.0 . .
C37 C36 H36 119.0 . .
C36 C37 C38 115.8(12) . .
C36 C37 H37 122.1 . .
C38 C37 H37 122.1 . .
C39 C38 C37 123.8(14) . .
C39 C38 H38 118.1 . .
C37 C38 H38 118.1 . .
C38 C39 C40 117.8(13) . .
C38 C39 H39 121.1 . .
C40 C39 H39 121.1 . .
C35 C40 C39 121.1(8) . .
C35 C40 H40 119.4 . .
C39 C40 H40 119.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C3 1.254(4) .
N1 C4 1.460(5) .
N2 C6 1.265(4) .
N2 C5 1.478(5) .
N3 C13 1.269(5) .
N3 C14 1.459(5) .
N4 C16 1.249(5) .
N4 C15 1.473(5) .
C1 C2 1.381(4) 3_565
C1 C2 1.390(4) .
C1 H1 0.9300 .
C2 C1 1.381(4) 2_665
C2 C3 1.464(5) .
C3 H3 0.9300 .
C4 C17 1.509(7) .
C4 C5 1.540(5) .
C4 H4 0.9800 .
C5 C23 1.516(6) .
C5 H5 0.9800 .
C6 C7 1.470(5) .
C6 H6 0.9300 .
C7 C12 1.377(5) .
C7 C8 1.378(5) .
C8 C9 1.407(5) .
C8 H8 0.9300 .
C9 C10 1.362(5) .
C9 C16 1.460(6) 3_565
C10 C11 1.394(5) .
C10 H10 0.9300 .
C11 C12 1.393(5) .
C11 C13 1.469(6) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 C29 1.529(7) .
C14 C15 1.537(6) .
C14 H14 0.9800 .
C15 C35 1.505(7) .
C15 H15 0.9800 .
C16 C9 1.460(6) 2_665
C16 H16 0.9300 .
C17 C18 1.368(7) .
C17 C22 1.382(7) .
C18 C19 1.415(10) .
C18 H18 0.9300 .
C19 C20 1.349(17) .
C19 H19 0.9300 .
C20 C21 1.379(15) .
C20 H20 0.9300 .
C21 C22 1.382(11) .
C21 H21 0.9300 .
C22 H22 0.9300 .
C23 C28 1.357(6) .
C23 C24 1.370(5) .
C24 C25 1.355(7) .
C24 H24 0.9300 .
C25 C26 1.352(8) .
C25 H25 0.9300 .
C26 C27 1.360(8) .
C26 H26 0.9300 .
C27 C28 1.402(8) .
C27 H27 0.9300 .
C28 H28 0.9300 .
C29 C30 1.337(7) .
C29 C34 1.380(8) .
C30 C31 1.403(9) .
C30 H30 0.9300 .
C31 C32 1.345(12) .
C31 H31 0.9300 .
C32 C33 1.319(13) .
C32 H32 0.9300 .
C33 C34 1.401(12) .
C33 H33 0.9300 .
C34 H34 0.9300 .
C35 C36 1.359(8) .
C35 C40 1.368(8) .
C36 C37 1.398(10) .
C36 H36 0.9300 .
C37 C38 1.403(16) .
C37 H37 0.9300 .
C38 C39 1.326(16) .
C38 H38 0.9300 .
C39 C40 1.406(10) .
C39 H39 0.9300 .
C40 H40 0.9300 .
