#------------------------------------------------------------------------------
#$Date: 2018-07-10 12:13:45 +0300 (Tue, 10 Jul 2018) $
#$Revision: 208944 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/91/7109184.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_7109184
loop_
_publ_author_name
'Suman Samai'
'Prabir Ghosha'
'Kumar Biradha'
_publ_section_title
;
 Does crystal or gel matter to stereochemistry of a reaction? Silver
 complexation-promoted solid-state [2+2] reaction of an unsymmetrical
 olefin
;
_journal_name_full               Chem.Commun.
_journal_page_first              4181
_journal_paper_doi               10.1039/c2cc34901a
_journal_volume                  49
_journal_year                    2013
_chemical_formula_sum            'C28.66667 H30 N6 O3.33333'
_chemical_formula_weight         507.25
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                112.161(4)
_cell_angle_beta                 90.663(4)
_cell_angle_gamma                112.966(4)
_cell_formula_units_Z            3
_cell_length_a                   12.2782(16)
_cell_length_b                   13.2135(17)
_cell_length_c                   14.5513(18)
_cell_measurement_reflns_used    24130
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      1.54
_cell_volume                     1977.9(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker CCD APEX 2'
_diffrn_measurement_method       hemisphere
_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  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0394
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25130
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.223
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         7641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.223
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0604
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1828
_refine_ls_wR_factor_ref         0.1965
_reflns_number_gt                5021
_reflns_number_total             7641
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc34901a.txt
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

2018-06-19
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C86 H90 N18 O10'
_cod_original_formula_weight         1535.76
_cod_original_formula_units_Z            1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7109184
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
C1A C 1.32776(19) 0.70500(19) -0.29572(16) 0.0416(5) Uani 1 1 d .
H1A H 1.2931 0.6992 -0.3595 0.050 Uiso 1 1 calc R
C3A C 1.22707(19) 0.66562(19) -0.23870(16) 0.0407(5) Uani 1 1 d .
H3A H 1.2577 0.6437 -0.1900 0.049 Uiso 1 1 calc R
C2A C 1.24705(19) 0.8002(2) -0.18172(17) 0.0430(5) Uani 1 1 d .
H2A H 1.2528 0.8257 -0.1086 0.052 Uiso 1 1 calc R
C4A C 1.37274(19) 0.8382(2) -0.21350(17) 0.0436(5) Uani 1 1 d .
H4A H 1.3856 0.8956 -0.2441 0.052 Uiso 1 1 calc R
N11A N 1.50668(16) 0.67608(17) -0.35655(14) 0.0469(5) Uani 1 1 d .
H11A H 1.5341 0.7369 -0.3722 0.056 Uiso 1 1 calc R
N12A N 1.38826(17) 0.54557(17) -0.29935(14) 0.0464(5) Uani 1 1 d .
C11A C 1.40743(19) 0.6427(2) -0.31563(16) 0.0411(5) Uani 1 1 d .
C12A C 1.4807(2) 0.5140(2) -0.33287(16) 0.0454(6) Uani 1 1 d .
C13A C 1.5556(2) 0.5960(2) -0.36858(16) 0.0464(6) Uani 1 1 d .
C14A C 1.6550(2) 0.5849(3) -0.40722(19) 0.0613(7) Uani 1 1 d .
H14A H 1.7052 0.6393 -0.4311 0.074 Uiso 1 1 calc R
C15A C 1.6759(3) 0.4895(3) -0.4085(2) 0.0700(8) Uani 1 1 d .
H15A H 1.7422 0.4798 -0.4335 0.084 Uiso 1 1 calc R
C16A C 1.6019(3) 0.4078(3) -0.3739(2) 0.0680(8) Uani 1 1 d .
H16A H 1.6192 0.3444 -0.3761 0.082 Uiso 1 1 calc R
C17A C 1.5028(2) 0.4185(2) -0.33596(19) 0.0599(7) Uani 1 1 d .
H17A H 1.4525 0.3630 -0.3132 0.072 Uiso 1 1 calc R
N21A N 1.17642(19) 0.8640(2) -0.30324(17) 0.0601(6) Uani 1 1 d .
N22A N 1.06286(16) 0.83548(17) -0.19023(15) 0.0479(5) Uani 1 1 d .
H22A H 1.0392 0.8195 -0.1399 0.058 Uiso 1 1 calc R
C21A C 1.1638(2) 0.8347(2) -0.22554(17) 0.0449(5) Uani 1 1 d .
C22A C 1.0047(2) 0.8665(2) -0.24910(19) 0.0476(6) Uani 1 1 d .
C23A C 1.0754(2) 0.8839(2) -0.3194(2) 0.0558(6) Uani 1 1 d .
C24A C 1.0412(3) 0.9168(3) -0.3911(3) 0.0849(10) Uani 1 1 d .
H24A H 1.0883 0.9297 -0.4387 0.102 Uiso 1 1 calc R
C25A C 0.9353(3) 0.9298(3) -0.3892(3) 0.0845(10) Uani 1 1 d .
H25A H 0.9104 0.9512 -0.4369 0.101 Uiso 1 1 calc R
C26A C 0.8649(3) 0.9119(3) -0.3185(3) 0.0730(8) Uani 1 1 d .
H26A H 0.7939 0.9215 -0.3197 0.088 Uiso 1 1 calc R
C27A C 0.8976(2) 0.8804(2) -0.2466(2) 0.0637(7) Uani 1 1 d .
H27A H 0.8508 0.8688 -0.1985 0.076 Uiso 1 1 calc R
N31A N 0.88403(19) 0.3699(2) -0.39242(18) 0.0607(6) Uani 1 1 d .
C31A C 0.9761(3) 0.3957(3) -0.4390(2) 0.0665(8) Uani 1 1 d .
H31A H 0.9651 0.3461 -0.5070 0.080 Uiso 1 1 calc R
C32A C 1.0862(2) 0.4903(2) -0.39405(19) 0.0603(7) Uani 1 1 d .
H32A H 1.1475 0.5035 -0.4311 0.072 Uiso 1 1 calc R
C33A C 1.1061(2) 0.5663(2) -0.29327(17) 0.0418(5) Uani 1 1 d .
C34A C 1.0107(2) 0.5402(2) -0.24479(19) 0.0549(6) Uani 1 1 d .
H34A H 1.0192 0.5888 -0.1770 0.066 Uiso 1 1 calc R
C35A C 0.9029(2) 0.4430(2) -0.2953(2) 0.0611(7) Uani 1 1 d .
H35A H 0.8401 0.4275 -0.2600 0.073 Uiso 1 1 calc R
N41A N 1.6929(2) 0.9439(2) -0.0095(2) 0.0743(7) Uani 1 1 d .
C41A C 1.5857(3) 0.8764(2) 0.0008(2) 0.0689(8) Uani 1 1 d .
H41A H 1.5818 0.8508 0.0526 0.083 Uiso 1 1 calc R
C42A C 1.4789(2) 0.8412(2) -0.0599(2) 0.0562(7) Uani 1 1 d .
H42A H 1.4061 0.7939 -0.0483 0.067 Uiso 1 1 calc R
C43A C 1.4810(2) 0.8765(2) -0.13785(17) 0.0461(6) Uani 1 1 d .
C44A C 1.5929(2) 0.9480(2) -0.1485(2) 0.0600(7) Uani 1 1 d .
H44A H 1.6000 0.9755 -0.1994 0.072 Uiso 1 1 calc R
C45A C 1.6938(2) 0.9784(3) -0.0833(2) 0.0702(8) Uani 1 1 d .
H45A H 1.7680 1.0268 -0.0920 0.084 Uiso 1 1 calc R
C1B C 1.5436(2) 1.4516(2) 0.02175(18) 0.0487(6) Uani 1 1 d .
H1B H 1.5338 1.4420 0.0851 0.058 Uiso 1 1 calc R
C2B C 1.5806(2) 1.5877(2) 0.04042(17) 0.0476(6) Uani 1 1 d .
H2B H 1.5850 1.6361 0.1117 0.057 Uiso 1 1 calc R
N11B N 1.73141(18) 1.42326(19) 0.01152(17) 0.0560(5) Uani 1 1 d .
H11B H 1.7676 1.4762 0.0717 0.067 Uiso 1 1 calc R
N12B N 1.58725(19) 1.30980(19) -0.12506(17) 0.0592(6) Uani 1 1 d .
C11B C 1.6186(2) 1.3930(2) -0.03217(19) 0.0512(6) Uani 1 1 d .
C12B C 1.6872(2) 1.2836(2) -0.1438(2) 0.0611(7) Uani 1 1 d .
C13B C 1.7777(2) 1.3542(2) -0.0576(2) 0.0588(7) Uani 1 1 d .
C14B C 1.8868(3) 1.3459(3) -0.0560(3) 0.0789(9) Uani 1 1 d .
H14B H 1.9480 1.3925 0.0007 0.095 Uiso 1 1 calc R
C15B C 1.8994(4) 1.2637(4) -0.1444(4) 0.0989(13) Uani 1 1 d .
H15B H 1.9710 1.2548 -0.1460 0.119 Uiso 1 1 calc R
C16B C 1.8110(4) 1.1952(3) -0.2293(3) 0.0919(11) Uani 1 1 d .
H16B H 1.8248 1.1432 -0.2870 0.110 Uiso 1 1 calc R
C17B C 1.7039(3) 1.2023(3) -0.2301(3) 0.0771(9) Uani 1 1 d .
H17B H 1.6431 1.1541 -0.2870 0.092 Uiso 1 1 calc R
N21B N 1.90053(19) 1.7667(2) -0.05856(18) 0.0644(6) Uani 1 1 d .
C21B C 1.8853(2) 1.8085(3) 0.0366(2) 0.0640(7) Uani 1 1 d .
H21B H 1.9467 1.8796 0.0831 0.077 Uiso 1 1 calc R
C22B C 1.7846(2) 1.7533(2) 0.07063(19) 0.0530(6) Uani 1 1 d .
H22B H 1.7805 1.7862 0.1387 0.064 Uiso 1 1 calc R
C23B C 1.6907(2) 1.6506(2) 0.00500(17) 0.0453(6) Uani 1 1 d .
C24B C 1.7034(2) 1.6086(2) -0.09559(18) 0.0545(6) Uani 1 1 d .
H24B H 1.6415 1.5401 -0.1442 0.065 Uiso 1 1 calc R
C25B C 1.8077(2) 1.6685(3) -0.1225(2) 0.0620(7) Uani 1 1 d .
H25B H 1.8138 1.6382 -0.1902 0.074 Uiso 1 1 calc R
O1W O 1.46169(17) 1.12754(18) -0.59724(15) 0.0731(6) Uani 1 1 d .
O1M O 1.22379(19) 0.40893(19) -0.21700(15) 0.0708(6) Uani 1 1 d .
H1M H 1.277(2) 0.452(2) -0.2451(18) 0.050 Uiso 1 1 d .
C1M C 1.1517(3) 0.2970(3) -0.2972(3) 0.0916(10) Uani 1 1 d .
H1M1 H 1.1705 0.3001 -0.3602 0.137 Uiso 1 1 calc R
H1M2 H 1.0683 0.2800 -0.2965 0.137 Uiso 1 1 calc R
H1M3 H 1.1671 0.2344 -0.2895 0.137 Uiso 1 1 calc R
O2W O 1.30383(15) 0.83761(17) -0.46618(14) 0.0661(5) Uani 1 1 d .
O3W O 1.3111(2) 1.0454(3) -0.4820(2) 0.1156(9) Uani 1 1 d .
O4W O 1.3674(3) 1.1415(3) -0.2722(2) 0.1258(10) Uani 1 1 d .
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'
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
C11A C1A C3A 117.26(19) . .
C11A C1A C4A 121.11(18) . .
C3A C1A C4A 88.78(16) . .
C33A C3A C1A 121.28(18) . .
C33A C3A C2A 122.11(19) . .
C1A C3A C2A 89.58(16) . .
C21A C2A C4A 113.33(19) . .
C21A C2A C3A 115.14(19) . .
C4A C2A C3A 87.85(16) . .
C43A C4A C2A 117.95(19) . .
C43A C4A C1A 113.35(18) . .
C2A C4A C1A 88.22(16) . .
C11A N11A C13A 107.9(2) . .
C11A N12A C12A 105.12(18) . .
N12A C11A N11A 112.19(19) . .
N12A C11A C1A 124.36(19) . .
N11A C11A C1A 123.4(2) . .
C17A C12A C13A 120.7(2) . .
C17A C12A N12A 129.8(2) . .
C13A C12A N12A 109.4(2) . .
N11A C13A C14A 133.2(2) . .
N11A C13A C12A 105.40(19) . .
C14A C13A C12A 121.4(2) . .
C15A C14A C13A 116.7(3) . .
C14A C15A C16A 122.2(3) . .
C17A C16A C15A 121.0(3) . .
C16A C17A C12A 117.9(3) . .
C21A N21A C23A 105.0(2) . .
C21A N22A C22A 107.8(2) . .
N21A C21A N22A 112.1(2) . .
N21A C21A C2A 125.5(2) . .
N22A C21A C2A 122.4(2) . .
N22A C22A C23A 105.6(2) . .
N22A C22A C27A 132.1(2) . .
C23A C22A C27A 122.4(2) . .
C24A C23A C22A 120.0(2) . .
C24A C23A N21A 130.4(2) . .
C22A C23A N21A 109.6(2) . .
C23A C24A C25A 117.8(3) . .
C26A C25A C24A 121.7(3) . .
C27A C26A C25A 121.4(3) . .
C26A C27A C22A 116.7(3) . .
C31A N31A C35A 116.2(2) . .
N31A C31A C32A 124.3(3) . .
C31A C32A C33A 119.6(2) . .
C34A C33A C32A 116.2(2) . .
C34A C33A C3A 121.9(2) . .
C32A C33A C3A 121.8(2) . .
C35A C34A C33A 120.7(2) . .
N31A C35A C34A 123.0(2) . .
C45A N41A C41A 115.6(3) . .
N41A C41A C42A 124.5(3) . .
C41A C42A C43A 119.5(3) . .
C44A C43A C42A 116.3(2) . .
C44A C43A C4A 118.6(2) . .
C42A C43A C4A 125.0(2) . .
C43A C44A C45A 119.4(3) . .
N41A C45A C44A 124.7(3) . .
C11B C1B C2B 115.6(2) . 2_885
C11B C1B C2B 117.65(19) . .
C2B C1B C2B 90.82(18) 2_885 .
C23B C2B C1B 117.4(2) . 2_885
C23B C2B C1B 118.61(19) . .
C1B C2B C1B 89.18(18) 2_885 .
C11B N11B C13B 107.8(2) . .
C11B N12B C12B 105.1(2) . .
N12B C11B N11B 112.7(2) . .
N12B C11B C1B 125.6(2) . .
N11B C11B C1B 121.7(2) . .
C17B C12B C13B 120.8(3) . .
C17B C12B N12B 129.9(3) . .
C13B C12B N12B 109.3(2) . .
N11B C13B C12B 105.1(2) . .
N11B C13B C14B 133.8(3) . .
C12B C13B C14B 121.0(3) . .
C15B C14B C13B 116.0(3) . .
C16B C15B C14B 123.0(3) . .
C17B C16B C15B 120.9(3) . .
C16B C17B C12B 118.3(3) . .
C25B N21B C21B 115.3(2) . .
N21B C21B C22B 124.2(3) . .
C23B C22B C21B 120.2(2) . .
C22B C23B C24B 116.2(2) . .
C22B C23B C2B 121.3(2) . .
C24B C23B C2B 122.5(2) . .
C25B C24B C23B 119.6(2) . .
N21B C25B C24B 124.5(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1A C11A 1.475(3) .
C1A C3A 1.528(3) .
C1A C4A 1.572(3) .
C3A C33A 1.491(3) .
C3A C2A 1.566(3) .
C2A C21A 1.491(3) .
C2A C4A 1.560(3) .
C4A C43A 1.501(3) .
N11A C11A 1.353(3) .
N11A C13A 1.368(3) .
N12A C11A 1.324(3) .
N12A C12A 1.388(3) .
C12A C17A 1.376(4) .
C12A C13A 1.396(3) .
C13A C14A 1.386(3) .
C14A C15A 1.375(4) .
C15A C16A 1.379(4) .
C16A C17A 1.377(4) .
N21A C21A 1.319(3) .
N21A C23A 1.399(3) .
N22A C21A 1.350(3) .
N22A C22A 1.375(3) .
C22A C23A 1.377(3) .
C22A C27A 1.395(3) .
C23A C24A 1.389(4) .
C24A C25A 1.376(4) .
C25A C26A 1.380(4) .
C26A C27A 1.372(4) .
N31A C31A 1.321(3) .
N31A C35A 1.332(3) .
C31A C32A 1.365(4) .
C32A C33A 1.381(3) .
C33A C34A 1.370(3) .
C34A C35A 1.371(3) .
N41A C45A 1.314(4) .
N41A C41A 1.319(4) .
C41A C42A 1.379(4) .
C42A C43A 1.378(4) .
C43A C44A 1.381(3) .
C44A C45A 1.377(4) .
C1B C11B 1.476(3) .
C1B C2B 1.552(3) 2_885
C1B C2B 1.583(3) .
C2B C23B 1.499(3) .
C2B C1B 1.552(3) 2_885
N11B C11B 1.356(3) .
N11B C13B 1.376(3) .
N12B C11B 1.312(3) .
N12B C12B 1.403(3) .
C12B C17B 1.391(4) .
C12B C13B 1.398(4) .
C13B C14B 1.387(4) .
C14B C15B 1.393(5) .
C15B C16B 1.371(5) .
C16B C17B 1.355(5) .
N21B C25B 1.327(3) .
N21B C21B 1.329(3) .
C21B C22B 1.374(4) .
C22B C23B 1.363(3) .
C23B C24B 1.391(3) .
C24B C25B 1.368(4) .
O1M C1M 1.409(4) .
