#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:14:44 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179657 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/10/4511082.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_4511082
loop_
_publ_author_name
'Roy, Sandipan'
'Mahata, Goutam'
'Biradha, Kumar'
_publ_section_title
;
 Cocrystal and Salts of 2,2′,6,6′-Tetracarboxybiphenyl with
 Bis(pyridyl) Derivatives: Eight-fold Interpenetrated Diamondoid and
 Layered Networks
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5006
_journal_paper_doi               10.1021/cg901132g
_journal_volume                  9
_journal_year                    2009
_chemical_formula_sum            'C94 H72 N6 O36'
_chemical_formula_weight         1861.58
_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                75.3560(10)
_cell_angle_beta                 71.2860(10)
_cell_angle_gamma                63.3660(10)
_cell_formula_units_Z            1
_cell_length_a                   12.6784(4)
_cell_length_b                   12.9302(4)
_cell_length_c                   15.1054(5)
_cell_measurement_reflns_used    8807
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      1.44
_cell_volume                     2079.06(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27846
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       suares
_exptl_crystal_F_000             966
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     643
_refine_ls_number_reflns         8807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0495
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_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          0.1487
_refine_ls_wR_factor_ref         0.1650
_reflns_number_gt                6136
_reflns_number_total             8807
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg901132g_si_002.cif
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

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 
;
_cod_original_cell_volume        2079.06(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4511082
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
O1W O 0.2510(2) 0.29746(18) 0.23064(18) 0.0999(8) Uani 1 1 d .
O2W O -0.43947(15) -0.06748(16) 0.78777(14) 0.0637(5) Uani 1 1 d .
H21W H -0.376(2) -0.0424(19) 0.7654(16) 0.050 Uiso 1 1 d .
H22W H -0.412(2) -0.128(2) 0.7709(18) 0.050 Uiso 1 1 d .
O11 O -0.61699(13) 0.38825(12) 0.92394(11) 0.0478(4) Uani 1 1 d .
O12 O -0.72024(12) 0.46464(12) 1.05595(10) 0.0420(3) Uani 1 1 d .
H12O H -0.7512(19) 0.546(2) 1.0863(16) 0.050 Uiso 1 1 d .
O13 O -0.86412(14) 1.00018(12) 0.88577(13) 0.0553(4) Uani 1 1 d .
H13O H -0.943(2) 1.063(2) 0.8900(15) 0.050 Uiso 1 1 d .
O14 O -0.97147(13) 0.91173(12) 0.87399(13) 0.0575(5) Uani 1 1 d .
C11 C -0.77335(14) 0.68965(15) 0.91694(12) 0.0273(4) Uani 1 1 d .
C12 C -0.66627(15) 0.58986(16) 0.91989(13) 0.0317(4) Uani 1 1 d .
C13 C -0.55369(17) 0.59653(18) 0.88353(15) 0.0422(5) Uani 1 1 d .
H13 H -0.4829 0.5289 0.8823 0.051 Uiso 1 1 calc R
C14 C -0.54672(18) 0.7036(2) 0.84916(17) 0.0496(6) Uani 1 1 d .
H14 H -0.4714 0.7083 0.8258 0.060 Uiso 1 1 calc R
C15 C -0.65230(17) 0.80346(18) 0.84977(15) 0.0422(5) Uani 1 1 d .
H15 H -0.6476 0.8756 0.8279 0.051 Uiso 1 1 calc R
C16 C -0.76504(15) 0.79759(15) 0.88255(13) 0.0311(4) Uani 1 1 d .
C17 C -0.66761(16) 0.47256(16) 0.96729(14) 0.0330(4) Uani 1 1 d .
C18 C -0.87740(16) 0.90720(16) 0.88035(13) 0.0336(4) Uani 1 1 d .
O21 O -0.81410(13) 0.66942(14) 0.75610(10) 0.0491(4) Uani 1 1 d .
O22 O -0.95977(13) 0.61260(14) 0.76614(11) 0.0474(4) Uani 1 1 d .
H22O H -0.927(2) 0.609(2) 0.7084(17) 0.050 Uiso 1 1 d .
O23 O -0.79015(12) 0.64498(12) 1.12623(10) 0.0448(4) Uani 1 1 d .
O24 O -0.92787(12) 0.82555(11) 1.12580(10) 0.0424(3) Uani 1 1 d .
C21 C -0.89348(14) 0.67925(14) 0.95733(12) 0.0265(4) Uani 1 1 d .
C22 C -0.94989(14) 0.65232(14) 0.90587(13) 0.0289(4) Uani 1 1 d .
C23 C -1.05874(15) 0.63870(15) 0.95090(14) 0.0339(4) Uani 1 1 d .
H23 H -1.0960 0.6198 0.9171 0.041 Uiso 1 1 calc R
C24 C -1.11139(16) 0.65285(16) 1.04413(14) 0.0373(4) Uani 1 1 d .
H24 H -1.1831 0.6421 1.0733 0.045 Uiso 1 1 calc R
C25 C -1.05867(16) 0.68293(17) 1.09474(14) 0.0362(4) Uani 1 1 d .
H25 H -1.0959 0.6948 1.1574 0.043 Uiso 1 1 calc R
C26 C -0.94908(15) 0.69553(14) 1.05175(13) 0.0295(4) Uani 1 1 d .
C27 C -0.89821(15) 0.64448(15) 0.80265(13) 0.0316(4) Uani 1 1 d .
C28 C -0.88624(15) 0.72518(16) 1.10573(13) 0.0314(4) Uani 1 1 d .
O31 O -0.52531(14) 0.37725(18) 0.73980(12) 0.0656(5) Uani 1 1 d .
H31O H -0.5710(19) 0.3938(19) 0.8030(17) 0.050 Uiso 1 1 d .
O32 O -0.70320(15) 0.3894(2) 0.73929(12) 0.0753(6) Uani 1 1 d .
O33 O -0.71179(13) 0.38017(13) 0.36972(11) 0.0498(4) Uani 1 1 d .
O34 O -0.56980(13) 0.20065(13) 0.36903(10) 0.0470(4) Uani 1 1 d .
C31 C -0.61135(15) 0.34349(14) 0.54378(13) 0.0305(4) Uani 1 1 d .
C32 C -0.54782(15) 0.35993(15) 0.59677(13) 0.0315(4) Uani 1 1 d .
C33 C -0.43327(16) 0.36148(16) 0.55341(14) 0.0361(4) Uani 1 1 d .
H33 H -0.3914 0.3726 0.5882 0.043 Uiso 1 1 calc R
C34 C -0.38153(16) 0.34683(17) 0.46008(15) 0.0398(5) Uani 1 1 d .
H34 H -0.3053 0.3485 0.4321 0.048 Uiso 1 1 calc R
C35 C -0.44231(17) 0.32965(16) 0.40743(15) 0.0383(4) Uani 1 1 d .
H35 H -0.4072 0.3200 0.3441 0.046 Uiso 1 1 calc R
C36 C -0.55629(16) 0.32682(15) 0.44959(13) 0.0325(4) Uani 1 1 d .
C37 C -0.60146(17) 0.37654(16) 0.69806(14) 0.0369(4) Uani 1 1 d .
C38 C -0.61563(17) 0.29928(17) 0.39215(13) 0.0362(4) Uani 1 1 d .
O41 O -0.54215(14) 0.08911(14) 0.59563(12) 0.0626(5) Uani 1 1 d .
O42 O -0.63708(15) 0.08786(15) 0.74687(11) 0.0628(5) Uani 1 1 d .
H42O H -0.561(2) 0.030(2) 0.7547(15) 0.050 Uiso 1 1 d .
O43 O -0.89307(13) 0.63318(12) 0.57481(11) 0.0462(4) Uani 1 1 d .
O44 O -0.79176(12) 0.56107(12) 0.44049(10) 0.0428(3) Uani 1 1 d .
H44O H -0.7491(19) 0.470(2) 0.4016(16) 0.050 Uiso 1 1 d .
C41 C -0.73298(15) 0.33604(15) 0.58700(13) 0.0301(4) Uani 1 1 d .
C42 C -0.74165(16) 0.23331(15) 0.64066(13) 0.0316(4) Uani 1 1 d .
C43 C -0.85386(17) 0.22648(17) 0.67910(13) 0.0367(4) Uani 1 1 d .
H43 H -0.8580 0.1576 0.7146 0.044 Uiso 1 1 calc R
C44 C -0.95913(17) 0.32030(18) 0.66543(14) 0.0398(5) Uani 1 1 d .
H44 H -1.0336 0.3137 0.6886 0.048 Uiso 1 1 calc R
C45 C -0.95317(16) 0.42460(18) 0.61679(14) 0.0386(5) Uani 1 1 d .
H45 H -1.0243 0.4896 0.6103 0.046 Uiso 1 1 calc R
C46 C -0.84095(16) 0.43236(16) 0.57753(13) 0.0326(4) Uani 1 1 d .
C47 C -0.62890(17) 0.12989(16) 0.65770(14) 0.0348(4) Uani 1 1 d .
C48 C -0.84232(16) 0.55009(16) 0.52898(15) 0.0360(4) Uani 1 1 d .
N11A N 0.30230(16) 0.05949(16) 0.48167(14) 0.0469(5) Uani 1 1 d .
H11N H 0.370(2) 0.0633(19) 0.4469(16) 0.050 Uiso 1 1 d .
C11A C 0.30514(18) -0.03042(19) 0.54947(17) 0.0503(6) Uani 1 1 d .
H11A H 0.3788 -0.0849 0.5625 0.060 Uiso 1 1 calc R
C12A C 0.19920(17) -0.04180(18) 0.59953(16) 0.0450(5) Uani 1 1 d .
H12A H 0.2007 -0.1040 0.6470 0.054 Uiso 1 1 calc R
C13A C 0.08861(16) 0.03963(16) 0.57962(14) 0.0365(4) Uani 1 1 d .
C14A C 0.09058(18) 0.13338(17) 0.51019(15) 0.0419(5) Uani 1 1 d .
H14A H 0.0184 0.1908 0.4965 0.050 Uiso 1 1 calc R
C15A C 0.19975(19) 0.14076(19) 0.46187(15) 0.0455(5) Uani 1 1 d .
H15A H 0.2015 0.2030 0.4152 0.055 Uiso 1 1 calc R
N21A N -0.24543(16) 0.00234(17) 0.72318(15) 0.0566(5) Uani 1 1 d .
C21A C -0.2432(2) 0.1048(2) 0.6827(2) 0.0726(8) Uani 1 1 d .
H21A H -0.3169 0.1694 0.6858 0.087 Uiso 1 1 calc R
C22A C -0.1382(2) 0.1220(2) 0.6361(2) 0.0661(7) Uani 1 1 d .
H22A H -0.1420 0.1962 0.6086 0.079 Uiso 1 1 calc R
C23A C -0.02746(17) 0.02793(16) 0.63076(14) 0.0378(4) Uani 1 1 d .
C24A C -0.02923(19) -0.07891(18) 0.67532(16) 0.0466(5) Uani 1 1 d .
H24A H 0.0432 -0.1446 0.6751 0.056 Uiso 1 1 calc R
C25A C -0.1387(2) -0.0877(2) 0.72007(17) 0.0524(6) Uani 1 1 d .
H25A H -0.1378 -0.1604 0.7496 0.063 Uiso 1 1 calc R
N11B N 0.24130(17) 0.94024(19) 0.07222(15) 0.0549(5) Uani 1 1 d .
H1N H 0.174(2) 0.9245(19) 0.0882(16) 0.050 Uiso 1 1 d .
C11B C 0.2314(2) 1.0479(3) 0.0422(2) 0.0713(8) Uani 1 1 d .
H11B H 0.1553 1.1077 0.0410 0.086 Uiso 1 1 calc R
C12B C 0.33172(19) 1.0729(2) 0.0127(2) 0.0655(7) Uani 1 1 d .
H12B H 0.3234 1.1495 -0.0094 0.079 Uiso 1 1 calc R
C13B C 0.44512(16) 0.98651(16) 0.01511(15) 0.0403(5) Uani 1 1 d .
C14B C 0.4507(2) 0.8761(2) 0.0456(2) 0.0751(9) Uani 1 1 d .
H14B H 0.5256 0.8143 0.0467 0.090 Uiso 1 1 calc R
C15B C 0.3470(2) 0.8545(2) 0.0747(2) 0.0748(8) Uani 1 1 d .
H15B H 0.3522 0.7787 0.0962 0.090 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 0.0033 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_3
C12 C11 C16 118.49(15) .
C12 C11 C21 119.24(15) .
C16 C11 C21 122.09(15) .
C13 C12 C11 120.70(17) .
C13 C12 C17 117.31(16) .
C11 C12 C17 121.89(15) .
C14 C13 C12 120.10(18) .
C15 C14 C13 119.57(17) .
C14 C15 C16 120.91(18) .
C15 C16 C11 120.09(17) .
C15 C16 C18 119.50(16) .
C11 C16 C18 120.41(14) .
O11 C17 O12 121.86(18) .
O11 C17 C12 121.01(18) .
O12 C17 C12 117.07(16) .
O14 C18 O13 122.27(18) .
O14 C18 C16 124.28(16) .
O13 C18 C16 113.45(15) .
C26 C21 C22 119.25(15) .
C26 C21 C11 117.35(14) .
C22 C21 C11 123.38(16) .
C21 C22 C23 119.24(17) .
C21 C22 C27 120.49(14) .
C23 C22 C27 120.18(15) .
C24 C23 C22 120.97(16) .
C23 C24 C25 120.30(16) .
C24 C25 C26 119.84(18) .
C21 C26 C25 120.35(16) .
C21 C26 C28 118.15(14) .
C25 C26 C28 121.50(16) .
O21 C27 O22 123.06(18) .
O21 C27 C22 124.46(16) .
O22 C27 C22 112.38(15) .
O24 C28 O23 122.91(16) .
O24 C28 C26 119.79(16) .
O23 C28 C26 117.27(15) .
C36 C31 C32 118.67(15) .
C36 C31 C41 118.96(15) .
C32 C31 C41 122.26(16) .
C33 C32 C31 119.47(17) .
C33 C32 C37 119.51(16) .
C31 C32 C37 121.01(15) .
C34 C33 C32 120.92(17) .
C33 C34 C35 120.26(17) .
C34 C35 C36 119.72(19) .
C31 C36 C35 120.94(17) .
C31 C36 C38 120.78(15) .
C35 C36 C38 118.21(17) .
O32 C37 O31 121.7(2) .
O32 C37 C32 125.03(17) .
O31 C37 C32 113.28(16) .
O34 C38 O33 123.25(18) .
O34 C38 C36 118.76(17) .
O33 C38 C36 117.98(17) .
C46 C41 C42 117.83(15) .
C46 C41 C31 121.15(15) .
C42 C41 C31 120.99(15) .
C43 C42 C41 120.69(16) .
C43 C42 C47 119.47(16) .
C41 C42 C47 119.84(15) .
C44 C43 C42 120.85(17) .
C43 C44 C45 119.36(16) .
C44 C45 C46 120.22(17) .
C45 C46 C41 120.90(16) .
C45 C46 C48 117.01(16) .
C41 C46 C48 122.02(15) .
O41 C47 O42 124.08(19) .
O41 C47 C42 123.16(18) .
O42 C47 C42 112.74(17) .
O43 C48 O44 121.91(18) .
O43 C48 C46 119.19(18) .
O44 C48 C46 118.90(17) .
C15A N11A C11A 122.54(18) .
N11A C11A C12A 119.60(19) .
C11A C12A C13A 120.24(19) .
C14A C13A C12A 117.72(17) .
C14A C13A C23A 120.71(17) .
C12A C13A C23A 121.57(17) .
C15A C14A C13A 119.69(18) .
N11A C15A C14A 120.16(19) .
C21A N21A C25A 116.72(18) .
N21A C21A C22A 124.0(2) .
C23A C22A C21A 119.3(2) .
C22A C23A C24A 116.88(18) .
C22A C23A C13A 122.08(18) .
C24A C23A C13A 121.04(17) .
C25A C24A C23A 119.74(19) .
N21A C25A C24A 123.3(2) .
C15B N11B C11B 121.2(2) .
N11B C11B C12B 120.5(2) .
C11B C12B C13B 120.9(2) .
C14B C13B C12B 116.24(19) .
C14B C13B C13B 122.5(2) 2_675
C12B C13B C13B 121.2(2) 2_675
C13B C14B C15B 121.0(2) .
N11B C15B C14B 120.1(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O11 C17 1.222(2) .
O12 C17 1.291(2) .
O13 C18 1.312(2) .
O14 C18 1.201(2) .
C11 C12 1.396(2) .
C11 C16 1.400(2) .
C11 C21 1.502(2) .
C12 C13 1.389(2) .
C12 C17 1.510(3) .
C13 C14 1.382(3) .
C14 C15 1.381(3) .
C15 C16 1.385(2) .
C16 C18 1.495(2) .
O21 C27 1.203(2) .
O22 C27 1.328(2) .
O23 C28 1.266(2) .
O24 C28 1.240(2) .
C21 C26 1.396(3) .
C21 C22 1.398(2) .
C22 C23 1.397(2) .
C22 C27 1.495(3) .
C23 C24 1.371(3) .
C24 C25 1.376(3) .
C25 C26 1.396(2) .
C26 C28 1.515(2) .
O31 C37 1.316(2) .
O32 C37 1.193(2) .
O33 C38 1.280(2) .
O34 C38 1.232(2) .
C31 C36 1.393(3) .
C31 C32 1.410(2) .
C31 C41 1.506(2) .
C32 C33 1.395(2) .
C32 C37 1.489(3) .
C33 C34 1.373(3) .
C34 C35 1.383(3) .
C35 C36 1.393(2) .
C36 C38 1.504(3) .
O41 C47 1.198(2) .
O42 C47 1.308(2) .
O43 C48 1.232(2) .
O44 C48 1.286(2) .
C41 C46 1.397(2) .
C41 C42 1.401(2) .
C42 C43 1.388(2) .
C42 C47 1.499(2) .
C43 C44 1.376(3) .
C44 C45 1.385(3) .
C45 C46 1.394(2) .
C46 C48 1.508(3) .
N11A C15A 1.323(3) .
N11A C11A 1.336(3) .
C11A C12A 1.366(3) .
C12A C13A 1.397(3) .
C13A C14A 1.392(3) .
C13A C23A 1.482(3) .
C14A C15A 1.376(3) .
N21A C21A 1.320(3) .
N21A C25A 1.328(3) .
C21A C22A 1.378(3) .
C22A C23A 1.380(3) .
C23A C24A 1.382(3) .
C24A C25A 1.377(3) .
N11B C15B 1.306(3) .
N11B C11B 1.312(3) .
C11B C12B 1.361(3) .
C12B C13B 1.375(3) .
C13B C14B 1.361(3) .
C13B C13B 1.488(4) 2_675
C14B C15B 1.377(3) .
