#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/32/1513293.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1513293
loop_
_publ_author_name
'Liu, Jianzhao'
'Zhang, Li'
'Lam, Jacky W. Y.'
'Jim, Cathy K. W.'
'Yue, Yanan'
'Deng, Rui'
'Hong, Yuning'
'Qin, Anjun'
'Sung, Herman H. Y.'
'Williams, Ian D.'
'Jia, Guochen'
'Tang, Ben Zhong'
_publ_section_title
;
 Exploration of Effective Catalysts for Diyne Polycyclotrimerization,
 Synthesis of an Ester-Functionalized Hyperbranched Polyphenylene, and
 Demonstration of Its Utility as a Molecular Container with Implication
 for Controlled Drug Delivery
;
_journal_issue                   19
_journal_name_full               Macromolecules
_journal_page_first              7367
_journal_paper_doi               10.1021/ma901247q
_journal_volume                  42
_journal_year                    2009
_chemical_formula_sum            'C21 H16 O4'
_chemical_formula_weight         332.34
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.6130(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0066(14)
_cell_length_b                   11.9882(14)
_cell_length_c                   12.0112(14)
_cell_measurement_reflns_used    3043
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.13
_cell_measurement_theta_min      2.41
_cell_volume                     1704.6(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.986
_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  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11770
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.42
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3293
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0398
_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)+(0.0527P)²+0.0336P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0974
_reflns_number_gt                2481
_reflns_number_total             3293
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ma901247qsup1.cif
_cod_data_source_block           jian6
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1513293
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
O16 O 0.34253(8) 0.91271(8) 0.59832(9) 0.0210(3) Uani 1 1 d .
O17 O 0.40766(9) 1.06071(9) 0.70585(10) 0.0274(3) Uani 1 1 d .
O26 O 0.76489(8) 0.32629(8) 0.36207(9) 0.0189(3) Uani 1 1 d .
O27 O 0.92619(9) 0.25056(9) 0.45515(9) 0.0245(3) Uani 1 1 d .
C1 C 0.74574(12) 0.65304(12) 0.70561(12) 0.0183(3) Uani 1 1 d .
C2 C 0.75246(14) 0.58437(14) 0.81477(13) 0.0257(4) Uani 1 1 d .
H2A H 0.6896 0.5313 0.8067 0.038 Uiso 1 1 calc R
H2B H 0.7479 0.6345 0.8783 0.038 Uiso 1 1 calc R
H2C H 0.8242 0.5436 0.8288 0.038 Uiso 1 1 calc R
C3 C 0.84576(13) 0.73520(13) 0.72188(14) 0.0243(4) Uani 1 1 d .
H3A H 0.8435 0.7802 0.6534 0.036 Uiso 1 1 calc R
H3B H 0.9169 0.6934 0.7366 0.036 Uiso 1 1 calc R
H3C H 0.8406 0.7843 0.7860 0.036 Uiso 1 1 calc R
C11 C 0.63710(12) 0.72248(12) 0.68030(12) 0.0163(3) Uani 1 1 d .
C12 C 0.56752(13) 0.74091(13) 0.75955(13) 0.0214(3) Uani 1 1 d .
H12A H 0.5859 0.7077 0.8321 0.026 Uiso 1 1 calc R
C13 C 0.47115(13) 0.80704(13) 0.73510(13) 0.0225(4) Uani 1 1 d .
H13A H 0.4240 0.8189 0.7901 0.027 Uiso 1 1 calc R
C14 C 0.44558(12) 0.85459(12) 0.63058(13) 0.0183(3) Uani 1 1 d .
C15 C 0.51312(12) 0.84016(11) 0.54953(13) 0.0174(3) Uani 1 1 d .
H15A H 0.4945 0.8748 0.4777 0.021 Uiso 1 1 calc R
C16 C 0.60882(12) 0.77403(12) 0.57496(13) 0.0170(3) Uani 1 1 d .
H16A H 0.6560 0.7636 0.5197 0.020 Uiso 1 1 calc R
C17 C 0.33451(12) 1.01528(12) 0.64220(13) 0.0181(3) Uani 1 1 d .
C18 C 0.22445(13) 1.06292(12) 0.59889(13) 0.0220(4) Uani 1 1 d .
C19 C 0.13641(14) 1.10335(14) 0.56158(15) 0.0291(4) Uani 1 1 d .
H19 H 0.0656 1.1359 0.5316 0.035 Uiso 1 1 calc R
C21 C 0.75147(12) 0.57041(12) 0.60940(12) 0.0171(3) Uani 1 1 d .
C22 C 0.66472(12) 0.49249(12) 0.58093(13) 0.0180(3) Uani 1 1 d .
H22A H 0.6004 0.4960 0.6174 0.022 Uiso 1 1 calc R
C23 C 0.67021(12) 0.41005(12) 0.50071(13) 0.0182(3) Uani 1 1 d .
H23A H 0.6110 0.3572 0.4828 0.022 Uiso 1 1 calc R
C24 C 0.76348(12) 0.40666(11) 0.44769(12) 0.0171(3) Uani 1 1 d .
C25 C 0.84859(12) 0.48470(12) 0.46987(13) 0.0200(3) Uani 1 1 d .
H25A H 0.9107 0.4831 0.4302 0.024 Uiso 1 1 calc R
C26 C 0.84193(12) 0.56592(12) 0.55129(13) 0.0196(3) Uani 1 1 d .
H26A H 0.9007 0.6195 0.5674 0.024 Uiso 1 1 calc R
C27 C 0.85388(12) 0.25635(12) 0.37337(13) 0.0177(3) Uani 1 1 d .
C28 C 0.85172(13) 0.18894(12) 0.27327(13) 0.0197(3) Uani 1 1 d .
C29 C 0.85793(14) 0.13296(13) 0.19356(15) 0.0256(4) Uani 1 1 d .
H29 H 0.8629 0.0880 0.1295 0.031 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'
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
C17 O16 C14 117.26(11)
C27 O26 C24 117.21(11)
C21 C1 C11 110.19(11)
C21 C1 C2 107.11(12)
C11 C1 C2 112.39(12)
C21 C1 C3 112.14(13)
C11 C1 C3 107.29(12)
C2 C1 C3 107.76(12)
C12 C11 C16 117.92(13)
C12 C11 C1 122.73(13)
C16 C11 C1 119.28(13)
C11 C12 C13 121.40(14)
C14 C13 C12 118.85(14)
C13 C14 C15 121.90(13)
C13 C14 O16 120.57(13)
C15 C14 O16 117.30(13)
C14 C15 C16 118.66(14)
C15 C16 C11 121.26(14)
O17 C17 O16 124.97(14)
O17 C17 C18 125.23(14)
O16 C17 C18 109.79(13)
C19 C18 C17 178.12(17)
C26 C21 C22 117.71(14)
C26 C21 C1 122.84(13)
C22 C21 C1 119.39(13)
C23 C22 C21 121.67(14)
C24 C23 C22 118.53(13)
C25 C24 C23 121.61(14)
C25 C24 O26 120.36(14)
C23 C24 O26 117.79(13)
C24 C25 C26 118.88(14)
C21 C26 C25 121.50(14)
O27 C27 O26 124.89(13)
O27 C27 C28 123.98(13)
O26 C27 C28 111.13(12)
C29 C28 C27 175.37(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O16 C17 1.3475(18)
O16 C14 1.4166(17)
O17 C17 1.1951(17)
O26 C27 1.3471(17)
O26 C24 1.4114(17)
O27 C27 1.1994(17)
C1 C21 1.532(2)
C1 C11 1.534(2)
C1 C2 1.539(2)
C1 C3 1.540(2)
C11 C12 1.385(2)
C11 C16 1.398(2)
C12 C13 1.393(2)
C13 C14 1.366(2)
C14 C15 1.378(2)
C15 C16 1.387(2)
C17 C18 1.454(2)
C18 C19 1.181(2)
C21 C26 1.387(2)
C21 C22 1.398(2)
C22 C23 1.390(2)
C23 C24 1.378(2)
C24 C25 1.378(2)
C25 C26 1.392(2)
C27 C28 1.445(2)
C28 C29 1.182(2)
