#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:14:44 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179657 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/10/4511078.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_4511078
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            'C46 H34 N2 O16'
_chemical_formula_weight         870.75
_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                99.905(5)
_cell_angle_beta                 99.603(5)
_cell_angle_gamma                104.396(5)
_cell_formula_units_Z            1
_cell_length_a                   8.2971(15)
_cell_length_b                   10.3056(19)
_cell_length_c                   13.077(2)
_cell_measurement_reflns_used    3722
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      2.09
_cell_volume                     1040.9(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_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  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12329
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       squares
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.802
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         3722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.802
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0532
_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)+(0.1292P)²+0.5748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1496
_refine_ls_wR_factor_ref         0.1630
_reflns_number_gt                2907
_reflns_number_total             3722
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg901132g_si_002.cif
_cod_data_source_block           2
_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_sg_symbol_H-M      P-1
_cod_database_code               4511078
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
O11 O 1.0914(2) 0.3106(2) 0.44777(15) 0.0646(5) Uani 1 1 d .
H11O H 1.160(6) 0.392(5) 0.452(3) 0.108(14) Uiso 1 1 d .
O12 O 0.9801(2) 0.37439(19) 0.30450(15) 0.0624(5) Uani 1 1 d .
O13 O 0.2787(2) -0.05480(15) 0.14898(11) 0.0447(4) Uani 1 1 d .
O14 O 0.28668(19) 0.09623(16) 0.29306(12) 0.0448(4) Uani 1 1 d .
C11 C 0.6657(3) 0.1548(2) 0.29321(15) 0.0334(4) Uani 1 1 d .
C12 C 0.8328(3) 0.1645(2) 0.34315(16) 0.0395(5) Uani 1 1 d .
C13 C 0.8691(3) 0.0510(2) 0.37670(19) 0.0484(6) Uani 1 1 d .
H13 H 0.9800 0.0577 0.4099 0.058 Uiso 1 1 calc R
C14 C 0.7433(3) -0.0700(3) 0.3612(2) 0.0545(6) Uani 1 1 d .
H14 H 0.7699 -0.1453 0.3823 0.065 Uiso 1 1 calc R
C15 C 0.5774(3) -0.0803(2) 0.31439(19) 0.0479(6) Uani 1 1 d .
H15 H 0.4920 -0.1621 0.3048 0.057 Uiso 1 1 calc R
C16 C 0.5382(3) 0.0319(2) 0.28151(16) 0.0369(5) Uani 1 1 d .
C17 C 0.9739(3) 0.2938(2) 0.36182(17) 0.0427(5) Uani 1 1 d .
C18 C 0.3558(3) 0.0232(2) 0.23779(16) 0.0364(5) Uani 1 1 d .
O21 O 0.6773(2) 0.44956(17) 0.51960(12) 0.0517(4) Uani 1 1 d .
O22 O 0.4766(2) 0.25599(17) 0.46045(12) 0.0475(4) Uani 1 1 d .
H22O H 0.401(3) 0.193(3) 0.397(2) 0.050 Uiso 1 1 d .
O23 O 0.6093(2) 0.21549(17) -0.02712(12) 0.0531(5) Uani 1 1 d .
H23O H 0.642(3) 0.150(3) -0.077(2) 0.050 Uiso 1 1 d .
O24 O 0.7050(2) 0.10159(17) 0.08708(12) 0.0541(5) Uani 1 1 d .
C21 C 0.6189(2) 0.27521(19) 0.25761(15) 0.0334(4) Uani 1 1 d .
C22 C 0.5834(3) 0.3745(2) 0.33161(16) 0.0385(5) Uani 1 1 d .
C23 C 0.5458(3) 0.4890(2) 0.30281(19) 0.0501(6) Uani 1 1 d .
H23 H 0.5282 0.5560 0.3537 0.060 Uiso 1 1 calc R
C24 C 0.5343(4) 0.5040(2) 0.1994(2) 0.0523(6) Uani 1 1 d .
H24 H 0.5063 0.5797 0.1799 0.063 Uiso 1 1 calc R
C25 C 0.5646(3) 0.4062(2) 0.12496(18) 0.0436(5) Uani 1 1 d .
H25 H 0.5561 0.4161 0.0551 0.052 Uiso 1 1 calc R
C26 C 0.6079(3) 0.2925(2) 0.15276(16) 0.0345(4) Uani 1 1 d .
C27 C 0.5838(3) 0.3612(2) 0.44449(16) 0.0385(5) Uani 1 1 d .
C28 C 0.6457(3) 0.1931(2) 0.06869(16) 0.0353(5) Uani 1 1 d .
N1A N 0.8138(3) -0.1154(2) -0.00312(18) 0.0524(5) Uani 1 1 d .
H1N H 0.785(3) -0.043(3) -0.009(2) 0.050 Uiso 1 1 d .
C1A C 0.8162(3) -0.1546(3) 0.0883(2) 0.0576(7) Uani 1 1 d .
H1A H 0.7811 -0.1060 0.1429 0.069 Uiso 1 1 calc R
C2A C 0.8704(3) -0.2666(3) 0.1025(2) 0.0543(6) Uani 1 1 d .
H2A H 0.8729 -0.2937 0.1668 0.065 Uiso 1 1 calc R
C3A C 0.9215(3) -0.3397(2) 0.02054(19) 0.0437(5) Uani 1 1 d .
C4A C 0.9164(3) -0.2946(3) -0.0740(2) 0.0513(6) Uani 1 1 d .
H4A H 0.9498 -0.3412 -0.1304 0.062 Uiso 1 1 calc R
C5A C 0.8622(3) -0.1814(3) -0.0836(2) 0.0541(6) Uani 1 1 d .
H5A H 0.8591 -0.1508 -0.1465 0.065 Uiso 1 1 calc R
C6A C 0.9805(3) -0.4588(2) 0.0369(2) 0.0503(6) Uani 1 1 d .
H6A H 0.9912 -0.4771 0.1045 0.060 Uiso 1 1 calc R
O100 O 1.1808(5) 0.6607(3) 0.2891(2) 0.1234(11) Uani 1 1 d .
C100 C 1.1453(5) 0.7616(5) 0.3598(3) 0.0927(11) 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
C16 C11 C12 118.46(18) .
C16 C11 C21 119.62(18) .
C12 C11 C21 121.83(18) .
C13 C12 C11 119.7(2) .
C13 C12 C17 118.9(2) .
C11 C12 C17 121.43(19) .
C14 C13 C12 120.9(2) .
C13 C14 C15 120.2(2) .
C14 C15 C16 119.9(2) .
C15 C16 C11 120.9(2) .
C15 C16 C18 119.54(19) .
C11 C16 C18 119.53(18) .
O12 C17 O11 123.5(2) .
O12 C17 C12 124.0(2) .
O11 C17 C12 112.5(2) .
O13 C18 O14 122.8(2) .
O13 C18 C16 119.72(17) .
O14 C18 C16 117.46(17) .
C22 C21 C26 117.87(18) .
C22 C21 C11 119.27(17) .
C26 C21 C11 122.86(16) .
C23 C22 C21 120.92(19) .
C23 C22 C27 117.38(18) .
C21 C22 C27 121.71(19) .
C24 C23 C22 120.42(19) .
C23 C24 C25 119.6(2) .
C24 C25 C26 121.0(2) .
C25 C26 C21 120.11(18) .
C25 C26 C28 118.13(18) .
C21 C26 C28 121.74(17) .
O21 C27 O22 120.2(2) .
O21 C27 C22 121.4(2) .
O22 C27 C22 118.33(18) .
O24 C28 O23 123.01(18) .
O24 C28 C26 123.43(18) .
O23 C28 C26 113.56(17) .
C1A N1A C5A 122.3(2) .
N1A C1A C2A 120.1(2) .
C1A C2A C3A 119.9(3) .
C4A C3A C2A 117.9(2) .
C4A C3A C6A 122.7(2) .
C2A C3A C6A 119.4(2) .
C5A C4A C3A 119.8(2) .
N1A C5A C4A 120.1(2) .
C6A C6A C3A 124.7(3) 2_745
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O11 C17 1.314(3) .
O12 C17 1.209(3) .
O13 C18 1.257(2) .
O14 C18 1.258(2) .
C11 C16 1.400(3) .
C11 C12 1.401(3) .
C11 C21 1.512(3) .
C12 C13 1.400(3) .
C12 C17 1.491(3) .
C13 C14 1.371(4) .
C14 C15 1.380(4) .
C15 C16 1.393(3) .
C16 C18 1.501(3) .
O21 C27 1.218(3) .
O22 C27 1.292(3) .
O23 C28 1.312(3) .
O24 C28 1.208(3) .
C21 C22 1.405(3) .
C21 C26 1.404(3) .
C22 C23 1.389(3) .
C22 C27 1.505(3) .
C23 C24 1.378(4) .
C24 C25 1.377(3) .
C25 C26 1.395(3) .
C26 C28 1.498(3) .
N1A C1A 1.325(4) .
N1A C5A 1.327(3) .
C1A C2A 1.368(4) .
C2A C3A 1.389(3) .
C3A C4A 1.391(4) .
C3A C6A 1.465(3) .
C4A C5A 1.368(3) .
C6A C6A 1.310(5) 2_745
O100 C100 1.391(5) .
