#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:36:26 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180147 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/44/7104481.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_7104481
loop_
_publ_author_name
'Arunachalam, M'
'Ghosh, Pradyut'
_publ_section_title
;
 Formation of a nitrate zipped dimeric capsule and un-zipping by
 chloride doping.
;
_journal_issue                   22
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3184
_journal_page_last               3186
_journal_paper_doi               10.1039/b823018h
_journal_volume                  34
_journal_year                    2009
_chemical_formula_sum            'C66 H66 Cl2 N16 O20'
_chemical_formula_weight         1474.25
_chemical_name_systematic
;
?
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.816(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   22.891(3)
_cell_length_b                   11.2053(12)
_cell_length_c                   13.5851(15)
_cell_measurement_temperature    100(2)
_cell_volume                     3422.7(6)
_computing_cell_refinement       'BRUKER AXS SMART 3'
_computing_data_collection       'BRUKER AXS SMART 3'
_computing_data_reduction        'BRUKER AXS SAINT'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'MERCURY 1.4'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 3
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'BRUKER CCD AREA DETECTOR'
_diffrn_measurement_method       'PHI-OMEGA SCAN'
_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  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18071
_diffrn_reflns_theta_full        26.45
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_T_max  0.9645
_exptl_absorpt_correction_T_min  0.9144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.744
_refine_diff_density_min         -1.060
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3698
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0979
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1983P)²+19.5392P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2927
_refine_ls_wR_factor_ref         0.3115
_reflns_number_gt                2935
_reflns_number_total             3698
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b823018h.txt
_cod_data_source_block           tbimncl_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'MONOCLINIC' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/m
_cod_database_code               7104481
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2023(2) 0.0000 0.1519(5) 0.0266(12) Uani 1 2 d S . .
H1 H 0.1988 0.0000 0.0826 0.032 Uiso 1 2 calc SR . .
N2 N 0.2532(2) 0.0000 0.2167(4) 0.0317(12) Uani 1 2 d S . .
H2 H 0.2880 0.0000 0.2016 0.038 Uiso 1 2 calc SR . .
C3 C 0.2414(3) 0.0000 0.3122(5) 0.0326(14) Uani 1 2 d S . .
C4 C 0.2789(3) 0.0000 0.4059(5) 0.0399(17) Uani 1 2 d S . .
H4 H 0.3201 0.0000 0.4128 0.048 Uiso 1 2 calc SR . .
C5 C 0.2514(4) 0.0000 0.4870(5) 0.046(2) Uani 1 2 d S . .
H5 H 0.2749 0.0000 0.5508 0.055 Uiso 1 2 calc SR . .
C6 C 0.1896(4) 0.0000 0.4783(5) 0.0407(17) Uani 1 2 d S . .
H6 H 0.1733 0.0000 0.5361 0.049 Uiso 1 2 calc SR . .
C7 C 0.1521(3) 0.0000 0.3858(4) 0.0290(13) Uani 1 2 d S . .
H7 H 0.1110 0.0000 0.3797 0.035 Uiso 1 2 calc SR . .
C8 C 0.1790(3) 0.0000 0.3038(4) 0.0255(12) Uani 1 2 d S . .
N9 N 0.15613(19) 0.0000 0.2011(3) 0.0210(10) Uani 1 2 d S . .
C10 C 0.0919(2) 0.0000 0.1552(4) 0.0199(11) Uani 1 2 d S . .
H10A H 0.0733 0.0699 0.1779 0.024 Uiso 0.50 1 calc PR . .
H10B H 0.0733 -0.0699 0.1779 0.024 Uiso 0.50 1 calc PR . .
C11 C 0.0810(2) 0.0000 0.0411(4) 0.0179(10) Uani 1 2 d S . .
C12 C 0.07628(14) 0.1094(3) -0.0099(3) 0.0176(8) Uani 1 1 d . . .
C13 C 0.08627(17) 0.2254(4) 0.0475(3) 0.0232(8) Uani 1 1 d . . .
H13C H 0.0488 0.2566 0.0575 0.035 Uiso 1 1 calc R . .
H13B H 0.1050 0.2819 0.0102 0.035 Uiso 1 1 calc R . .
H13A H 0.1115 0.2115 0.1114 0.035 Uiso 1 1 calc R . .
C14 C 0.06212(14) 0.1085(3) -0.1159(2) 0.0163(7) Uani 1 1 d . . .
C15 C 0.05762(15) 0.2249(3) -0.1734(3) 0.0196(8) Uani 1 1 d . . .
H15B H 0.0177 0.2333 -0.2121 0.023 Uiso 1 1 calc R . .
H15A H 0.0647 0.2908 -0.1264 0.023 Uiso 1 1 calc R . .
N16 N 0.10071(13) 0.2305(3) -0.2412(2) 0.0180(7) Uani 1 1 d . . .
C17 C 0.16173(15) 0.2081(3) -0.2168(3) 0.0188(8) Uani 1 1 d . . .
C18 C 0.19927(16) 0.1764(4) -0.1264(3) 0.0227(8) Uani 1 1 d . . .
H18 H 0.1852 0.1683 -0.0669 0.027 Uiso 1 1 calc R . .
C19 C 0.25858(17) 0.1580(4) -0.1312(3) 0.0278(9) Uani 1 1 d . . .
H19 H 0.2849 0.1361 -0.0733 0.033 Uiso 1 1 calc R . .
C20 C 0.28021(17) 0.1714(4) -0.2209(3) 0.0283(9) Uani 1 1 d . . .
H20 H 0.3202 0.1570 -0.2207 0.034 Uiso 1 1 calc R . .
C21 C 0.24378(18) 0.2053(4) -0.3089(3) 0.0272(9) Uani 1 1 d . . .
H21 H 0.2583 0.2156 -0.3678 0.033 Uiso 1 1 calc R . .
C22 C 0.18363(16) 0.2234(3) -0.3049(3) 0.0202(8) Uani 1 1 d . . .
N23 N 0.13565(15) 0.2551(3) -0.3789(2) 0.0245(8) Uani 1 1 d . . .
H23 H 0.1371 0.2702 -0.4404 0.029 Uiso 1 1 calc R . .
C24 C 0.08721(17) 0.2580(3) -0.3383(3) 0.0219(8) Uani 1 1 d . . .
H24 H 0.0493 0.2766 -0.3728 0.026 Uiso 1 1 calc R . .
C25 C 0.0527(2) 0.0000 -0.1685(3) 0.0164(10) Uani 1 2 d S . .
C26 C 0.0330(2) 0.0000 -0.2812(4) 0.0194(11) Uani 1 2 d S . .
H26A H 0.060(3) 0.0000 -0.309(5) 0.030(19) Uiso 1 2 d S . .
H26B H 0.0073(19) 0.069(4) -0.307(3) 0.019(10) Uiso 1 1 d . . .
Cl27 Cl 0.35828(8) 0.0000 0.10545(16) 0.0477(5) Uani 1 2 d S . .
O28 O 0.4782(4) 0.0000 0.0214(10) 0.129(4) Uani 1 2 d S . .
N29 N 0.40873(14) 0.2377(3) 0.6226(2) 0.0238(7) Uani 1 1 d . . .
O30 O 0.35984(12) 0.1986(3) 0.5737(2) 0.0316(7) Uani 1 1 d . . .
O31 O 0.41632(14) 0.2444(4) 0.7150(2) 0.0409(9) Uani 1 1 d . . .
O32 O 0.44807(13) 0.2693(3) 0.5760(2) 0.0354(8) Uani 1 1 d . . .
O33 O 0.4316(3) 0.0000 0.8158(5) 0.0633(16) Uani 1 2 d S . .
O34A O 0.4757(6) 0.0000 0.5146(10) 0.089(3) Uiso 0.68 2 d SP . .
O34B O 0.4398(7) 0.0000 0.4730(11) 0.036(3) Uiso 0.32 2 d SP . .
O35B O 0.5246(6) 0.0000 0.7041(10) 0.101(4) Uiso 0.71 2 d SP . .
O35A O 0.4859(8) 0.0000 0.6202(14) 0.049(4) Uiso 0.29 2 d SP . .
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'
Cl Cl 0.1484 0.1585 '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
N2 C1 N9 110.1(5) . . ?
N2 C1 H1 125.0 . . ?
N9 C1 H1 125.0 . . ?
C1 N2 C3 109.0(5) . . ?
C1 N2 H2 125.5 . . ?
C3 N2 H2 125.5 . . ?
N2 C3 C4 131.8(6) . . ?
N2 C3 C8 107.4(5) . . ?
C4 C3 C8 120.9(7) . . ?
C5 C4 C3 116.0(7) . . ?
C5 C4 H4 122.0 . . ?
C3 C4 H4 122.0 . . ?
C4 C5 C6 122.9(6) . . ?
C4 C5 H5 118.5 . . ?
C6 C5 H5 118.5 . . ?
C7 C6 C5 121.5(7) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C8 C7 C6 116.3(6) . . ?
C8 C7 H7 121.9 . . ?
C6 C7 H7 121.9 . . ?
C7 C8 N9 132.3(5) . . ?
C7 C8 C3 122.4(5) . . ?
N9 C8 C3 105.3(5) . . ?
C1 N9 C8 108.3(5) . . ?
C1 N9 C10 126.6(4) . . ?
C8 N9 C10 125.2(5) . . ?
N9 C10 C11 112.8(4) . . ?
N9 C10 H10A 109.0 . . ?
C11 C10 H10A 109.0 . . ?
N9 C10 H10B 109.0 . . ?
C11 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C12 C11 C12 121.9(4) 6 . ?
C12 C11 C10 119.0(2) 6 . ?
C12 C11 C10 119.0(2) . . ?
C11 C12 C14 118.6(3) . . ?
C11 C12 C13 120.5(3) . . ?
C14 C12 C13 121.0(3) . . ?
C12 C13 H13C 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
C12 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?
C25 C14 C12 120.5(3) . . ?
C25 C14 C15 119.5(3) . . ?
C12 C14 C15 120.0(3) . . ?
N16 C15 C14 111.8(3) . . ?
N16 C15 H15B 109.3 . . ?
C14 C15 H15B 109.3 . . ?
N16 C15 H15A 109.3 . . ?
C14 C15 H15A 109.3 . . ?
H15B C15 H15A 107.9 . . ?
C24 N16 C17 108.2(3) . . ?
C24 N16 C15 124.8(3) . . ?
C17 N16 C15 127.0(3) . . ?
C22 C17 N16 106.2(3) . . ?
C22 C17 C18 121.5(3) . . ?
N16 C17 C18 132.3(3) . . ?
C19 C18 C17 116.1(3) . . ?
C19 C18 H18 122.0 . . ?
C17 C18 H18 122.0 . . ?
C18 C19 C20 122.1(4) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 H19 118.9 . . ?
C21 C20 C19 121.8(4) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C22 116.5(4) . . ?
C20 C21 H21 121.8 . . ?
C22 C21 H21 121.8 . . ?
N23 C22 C17 106.9(3) . . ?
N23 C22 C21 131.2(4) . . ?
C17 C22 C21 122.0(3) . . ?
C24 N23 C22 108.4(3) . . ?
C24 N23 H23 125.8 . . ?
C22 N23 H23 125.8 . . ?
N23 C24 N16 110.4(3) . . ?
N23 C24 H24 124.8 . . ?
N16 C24 H24 124.8 . . ?
C14 C25 C14 119.6(4) . 6 ?
C14 C25 C26 120.2(2) . . ?
C14 C25 C26 120.2(2) 6 . ?
C25 C26 H26A 112(5) . . ?
C25 C26 H26B 113(2) . . ?
H26A C26 H26B 108(4) . . ?
O31 N29 O32 121.4(3) . . ?
O31 N29 O30 119.6(3) . . ?
O32 N29 O30 119.0(3) . . ?
O34B O34A O34A 124(2) . 5_656 ?
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
C1 N2 1.321(7) . ?
C1 N9 1.353(7) . ?
C1 H1 0.9300 . ?
N2 C3 1.374(9) . ?
N2 H2 0.8600 . ?
C3 C4 1.395(8) . ?
C3 C8 1.413(8) . ?
C4 C5 1.367(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.382(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.370(9) . ?
C7 H7 0.9300 . ?
C8 N9 1.395(7) . ?
N9 C10 1.486(6) . ?
C10 C11 1.523(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.402(4) 6 ?
C11 C12 1.402(4) . ?
C12 C14 1.415(5) . ?
C12 C13 1.511(5) . ?
C13 H13C 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13A 0.9600 . ?
C14 C25 1.407(4) . ?
C14 C15 1.513(5) . ?
C15 N16 1.473(4) . ?
C15 H15B 0.9700 . ?
C15 H15A 0.9700 . ?
N16 C24 1.333(5) . ?
N16 C17 1.396(5) . ?
C17 C22 1.393(5) . ?
C17 C18 1.406(5) . ?
C18 C19 1.387(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.406(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.376(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.403(5) . ?
C21 H21 0.9300 . ?
C22 N23 1.388(5) . ?
N23 C24 1.328(5) . ?
N23 H23 0.8600 . ?
C24 H24 0.9300 . ?
C25 C14 1.407(4) 6 ?
C25 C26 1.512(7) . ?
C26 H26A 0.78(8) . ?
C26 H26B 0.99(4) . ?
O28 O28 1.245(19) 5_655 ?
N29 O31 1.237(4) . ?
N29 O32 1.245(4) . ?
N29 O30 1.267(4) . ?
O34A O34B 0.906(16) . ?
O34A O34A 1.25(2) 5_656 ?
O35B O35A 1.31(2) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 Cl27 0.86 2.25 3.072(6) 158.9 1
N23 H23 O30 0.86 1.86 2.719(4) 179.5 7
N23 H23 O32 0.86 2.46 2.999(4) 121.6 7
C10 H10A O31 0.97 2.52 3.388(4) 148.2 7_556
C10 H10B O31 0.97 2.52 3.388(4) 148.2 4_546
C15 H15B O31 0.97 2.36 3.323(5) 172.1 8_454
C24 H24 O32 0.93 2.35 3.194(5) 151.3 8_454
