#------------------------------------------------------------------------------
#$Date: 2016-02-14 15:26:36 +0100 (dom 14 de feb de 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/48/1514889.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_1514889
loop_
_publ_author_name
'Schlütter, Florian'
'Nishiuchi, Tomohiko'
'Enkelmann, Volker'
'Müllen, Klaus'
_publ_section_title
;
 π-Congested poly(paraphenylene) from
 2,2′,6,6′-tetraphenyl-1,1′-biphenyl units: synthesis
 and structural characterization
;
_journal_issue                   10
_journal_name_full               'Polymer Chemistry'
_journal_page_first              2963
_journal_paper_doi               10.1039/c3py00166k
_journal_volume                  4
_journal_year                    2013
_chemical_formula_moiety         'C36.50 H25 Cl3'
_chemical_formula_sum            'C36.5 H25 Cl3'
_chemical_formula_weight         569.96
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             12-03-26
_audit_creation_method           CRYSTALS_ver_12.84
_cell_angle_alpha                90
_cell_angle_beta                 94.802(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.5317(7)
_cell_length_b                   21.0519(9)
_cell_length_c                   17.7743(8)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    120
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     2808.3(3)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8821
_diffrn_reflns_theta_full        25.209
_diffrn_reflns_theta_max         27.702
_diffrn_reflns_theta_min         1.502
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_description       needle
_exptl_crystal_F_000             1180
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.54
_refine_diff_density_min         -0.51
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1215
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         3506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.000454
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
0.602 0.658 0.208
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.3077
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0571
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              27
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                3506
_reflns_number_total             6633
_reflns_threshold_expression     I>1.7σ(I)
_cod_data_source_file            c3py00166k.txt
_cod_data_source_block           fs158
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/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 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_original_formula_sum        'C36.50 H25 Cl3'
_cod_database_code               1514889
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
Cl1 Cl 0.63560(8) 0.14082(3) 0.40070(3) 0.0477 1.0000 Uani .
Cl2 Cl 1.05100(8) 0.21888(3) 0.33892(3) 0.0463 1.0000 Uani .
Cl3 Cl 0.15572(11) 0.01806(4) 0.54822(5) 0.0719 1.0000 Uani .
C1 C 0.3879(3) 0.21443(9) 0.13298(11) 0.0336 1.0000 Uani .
C2 C 0.4148(3) 0.21811(9) 0.05747(11) 0.0348 1.0000 Uani .
C3 C 0.3394(3) 0.26419(9) 0.00581(12) 0.0389 1.0000 Uani .
C4 C 0.2358(3) 0.30695(10) 0.03733(13) 0.0420 1.0000 Uani .
C5 C 0.1925(3) 0.30654(10) 0.11104(13) 0.0438 1.0000 Uani .
C6 C 0.2717(3) 0.26323(9) 0.15808(13) 0.0394 1.0000 Uani .
C7 C 0.4678(3) 0.16141(9) 0.18230(11) 0.0326 1.0000 Uani .
C8 C 0.5175(3) 0.17651(9) 0.26000(11) 0.0355 1.0000 Uani .
C9 C 0.5891(3) 0.12970(9) 0.30386(12) 0.0365 1.0000 Uani .
C10 C 0.6398(3) 0.06960(9) 0.27206(11) 0.0348 1.0000 Uani .
C11 C 0.5930(3) 0.06102(9) 0.19460(11) 0.0335 1.0000 Uani .
C12 C 0.5110(2) 0.10744(8) 0.15055(11) 0.0323 1.0000 Uani .
C13 C 0.6539(3) -0.00014(10) 0.16151(11) 0.0360 1.0000 Uani .
C14 C 0.6319(3) -0.05953(11) 0.20351(13) 0.0430 1.0000 Uani .
C15 C 0.6798(3) -0.11581(11) 0.17274(13) 0.0429 1.0000 Uani .
C16 C 0.7529(3) -0.11935(10) 0.10612(12) 0.0377 1.0000 Uani .
C17 C 0.7943(3) -0.06327(9) 0.06707(11) 0.0346 1.0000 Uani .
C18 C 0.7378(3) -0.00159(9) 0.09581(11) 0.0323 1.0000 Uani .
C19 C 0.7855(3) 0.05615(9) 0.05033(11) 0.0315 1.0000 Uani .
C20 C 0.7204(3) 0.06290(9) -0.02134(11) 0.0350 1.0000 Uani .
C21 C 0.7538(3) 0.11329(10) -0.06400(12) 0.0400 1.0000 Uani .
C22 C 0.8538(3) 0.16026(10) -0.03150(12) 0.0382 1.0000 Uani .
C23 C 0.9281(2) 0.15864(9) 0.03947(11) 0.0312 1.0000 Uani .
C24 C 0.8955(2) 0.10514(9) 0.08521(11) 0.0296 1.0000 Uani .
C25 C 0.9843(3) 0.10228(9) 0.16342(11) 0.0326 1.0000 Uani .
C26 C 0.9791(2) 0.15738(8) 0.20976(11) 0.0300 1.0000 Uani .
C27 C 1.0585(3) 0.14891(9) 0.28252(11) 0.0328 1.0000 Uani .
C28 C 1.1276(3) 0.09617(9) 0.31325(11) 0.0334 1.0000 Uani .
C29 C 1.1308(3) 0.04355(9) 0.26671(10) 0.0324 1.0000 Uani .
C30 C 1.0701(3) 0.04652(9) 0.19677(11) 0.0335 1.0000 Uani .
C31 C 1.2099(3) -0.01728(10) 0.29895(12) 0.0376 1.0000 Uani .
C32 C 1.3326(3) -0.02533(11) 0.35961(13) 0.0444 1.0000 Uani .
C33 C 1.3963(4) -0.07719(12) 0.39378(15) 0.0540 1.0000 Uani .
C34 C 1.3385(4) -0.13234(12) 0.35756(15) 0.0550 1.0000 Uani .
C35 C 1.2092(4) -0.13647(11) 0.29539(14) 0.0518 1.0000 Uani .
C36 C 1.1375(3) -0.07559(10) 0.26340(12) 0.0433 1.0000 Uani .
C41 C -0.0728(9) 0.0454(3) 0.4921(4) 0.0733 0.5000 Uani .
H21 H 0.4975 0.1889 0.0394 0.0385 1.0000 Uiso R
H31 H 0.3615 0.2635 -0.0460 0.0460 1.0000 Uiso R
H41 H 0.1853 0.3398 0.0057 0.0431 1.0000 Uiso R
H51 H 0.1112 0.3360 0.1297 0.0462 1.0000 Uiso R
H61 H 0.2534 0.2644 0.2103 0.0364 1.0000 Uiso R
H81 H 0.4921 0.2167 0.2810 0.0296 1.0000 Uiso R
H101 H 0.7026 0.0385 0.3025 0.0341 1.0000 Uiso R
H121 H 0.4824 0.1002 0.0982 0.0300 1.0000 Uiso R
H141 H 0.5828 -0.0579 0.2510 0.0339 1.0000 Uiso R
H151 H 0.6542 -0.1541 0.1980 0.0539 1.0000 Uiso R
H161 H 0.7864 -0.1595 0.0874 0.0334 1.0000 Uiso R
H201 H 0.6452 0.0299 -0.0419 0.0339 1.0000 Uiso R
H211 H 0.7073 0.1161 -0.1153 0.0449 1.0000 Uiso R
H221 H 0.8716 0.1979 -0.0594 0.0376 1.0000 Uiso R
H231 H 1.0019 0.1921 0.0599 0.0330 1.0000 Uiso R
H261 H 0.9164 0.1946 0.1931 0.0406 1.0000 Uiso R
H281 H 1.1713 0.0936 0.3649 0.0331 1.0000 Uiso R
H301 H 1.0723 0.0100 0.1655 0.0328 1.0000 Uiso R
H321 H 1.3767 0.0137 0.3805 0.0543 1.0000 Uiso R
H331 H 1.4747 -0.0773 0.4385 0.0576 1.0000 Uiso R
H341 H 1.3898 -0.1714 0.3749 0.0560 1.0000 Uiso R
H351 H 1.1643 -0.1754 0.2744 0.0487 1.0000 Uiso R
H361 H 1.0531 -0.0748 0.2206 0.0450 1.0000 Uiso R
H411 H -0.1532 0.0667 0.5264 0.0369 0.5000 Uiso R
H412 H -0.0419 0.0759 0.4521 0.0369 0.5000 Uiso R
H171 H 0.8574 -0.0655 0.0231 0.0414 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C41 2_556 Cl3 C41 . 74.4(3) yes
C2 . C1 C6 . 113.81(18) yes
C2 . C1 C7 . 121.53(18) yes
C6 . C1 C7 . 124.59(18) yes
C1 . C2 C3 . 125.82(19) yes
C1 . C2 H21 . 116.6 no
C3 . C2 H21 . 117.4 no
C2 . C3 C4 . 113.7(2) yes
C2 . C3 H31 . 121.6 no
C4 . C3 H31 . 124.7 no
C3 . C4 C5 . 125.8(2) yes
C3 . C4 H41 . 117.3 no
C5 . C4 H41 . 116.9 no
C4 . C5 C6 . 117.9(2) yes
C4 . C5 H51 . 122.6 no
C6 . C5 H51 . 119.4 no
C1 . C6 C5 . 122.7(2) yes
C1 . C6 H61 . 117.5 no
C5 . C6 H61 . 119.8 no
C1 . C7 C8 . 116.94(16) yes
C1 . C7 C12 . 119.15(18) yes
C8 . C7 C12 . 123.19(18) yes
C7 . C8 C9 . 117.14(18) yes
C7 . C8 H81 . 122.0 no
C9 . C8 H81 . 120.6 no
Cl1 . C9 C8 . 120.87(16) yes
Cl1 . C9 C10 . 117.66(15) yes
C8 . C9 C10 . 121.38(19) yes
C9 . C10 C11 . 116.22(18) yes
C9 . C10 H101 . 120.9 no
C11 . C10 H101 . 122.9 no
C10 . C11 C12 . 122.27(18) yes
C10 . C11 C13 . 115.74(17) yes
C12 . C11 C13 . 121.76(18) yes
C11 . C12 C7 . 119.06(19) yes
C11 . C12 H121 . 120.1 no
C7 . C12 H121 . 120.9 no
C11 . C13 C14 . 118.57(17) yes
C11 . C13 C18 . 121.91(18) yes
C14 . C13 C18 . 119.41(18) yes
C13 . C14 C15 . 119.3(2) yes
C13 . C14 H141 . 119.3 no
C15 . C14 H141 . 121.5 no
C14 . C15 C16 . 122.7(2) yes
C14 . C15 H151 . 118.5 no
C16 . C15 H151 . 118.8 no
C15 . C16 C17 . 120.43(19) yes
C15 . C16 H161 . 119.7 no
C17 . C16 H161 . 119.6 no
C16 . C17 C18 . 118.90(18) yes
C16 . C17 H171 . 120.6 no
C18 . C17 H171 . 120.5 no
C17 . C18 C13 . 118.80(17) yes
C17 . C18 C19 . 115.67(16) yes
C13 . C18 C19 . 125.48(17) yes
C18 . C19 C20 . 120.59(17) yes
C18 . C19 C24 . 120.01(16) yes
C20 . C19 C24 . 119.35(18) yes
C19 . C20 C21 . 123.6(2) yes
C19 . C20 H201 . 116.7 no
C21 . C20 H201 . 119.7 no
C20 . C21 C22 . 117.67(19) yes
C20 . C21 H211 . 121.3 no
C22 . C21 H211 . 121.0 no
C21 . C22 C23 . 124.20(19) yes
C21 . C22 H221 . 119.2 no
C23 . C22 H221 . 116.6 no
C22 . C23 C24 . 118.76(18) yes
C22 . C23 H231 . 121.8 no
C24 . C23 H231 . 119.5 no
C19 . C24 C23 . 116.37(17) yes
C19 . C24 C25 . 124.91(16) yes
C23 . C24 C25 . 118.64(16) yes
C24 . C25 C26 . 118.28(17) yes
C24 . C25 C30 . 124.45(16) yes
C26 . C25 C30 . 117.23(17) yes
C25 . C26 C27 . 113.76(17) yes
C25 . C26 H261 . 121.9 no
C27 . C26 H261 . 124.1 no
Cl2 . C27 C26 . 112.66(14) yes
Cl2 . C27 C28 . 119.33(15) yes
C26 . C27 C28 . 127.93(17) yes
C27 . C28 C29 . 116.77(18) yes
C27 . C28 H281 . 122.5 no
C29 . C28 H281 . 120.7 no
C28 . C29 C30 . 120.98(19) yes
C28 . C29 C31 . 118.65(17) yes
C30 . C29 C31 . 120.36(18) yes
C25 . C30 C29 . 123.09(18) yes
C25 . C30 H301 . 116.6 no
C29 . C30 H301 . 120.1 no
C29 . C31 C32 . 128.61(19) yes
C29 . C31 C36 . 115.31(18) yes
C32 . C31 C36 . 115.96(19) yes
C31 . C32 C33 . 131.3(2) yes
C31 . C32 H321 . 113.1 no
C33 . C32 H321 . 115.7 no
C32 . C33 C34 . 113.1(2) yes
C32 . C33 H331 . 124.3 no
C34 . C33 H331 . 122.6 no
C33 . C34 C35 . 125.9(2) yes
C33 . C34 H341 . 118.2 no
C35 . C34 H341 . 115.8 no
C34 . C35 C36 . 116.8(2) yes
C34 . C35 H351 . 124.0 no
C36 . C35 H351 . 119.2 no
C35 . C36 C31 . 116.6(2) yes
C35 . C36 H361 . 121.2 no
C31 . C36 H361 . 122.1 no
Cl3 . C41 Cl3 2_556 105.6(3) yes
Cl3 . C41 H411 . 111.4 no
Cl3 2_556 C41 H411 . 114.2 no
Cl3 . C41 H412 . 107.3 no
Cl3 2_556 C41 H412 . 108.6 no
H411 . C41 H412 . 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C9 . 1.743(2) yes
Cl2 C27 . 1.7854(19) yes
Cl3 C41 2_556 1.616(6) yes
Cl3 C41 . 2.000(6) yes
C1 C2 . 1.376(3) yes
C1 C6 . 1.444(3) yes
C1 C7 . 1.513(3) yes
C2 C3 . 1.421(3) yes
C2 H21 . 0.950 no
C3 C4 . 1.344(3) yes
C3 H31 . 0.950 no
C4 C5 . 1.377(3) yes
C4 H41 . 0.950 no
C5 C6 . 1.343(3) yes
C5 H51 . 0.950 no
C6 H61 . 0.950 no
C7 C8 . 1.436(3) yes
C7 C12 . 1.321(3) yes
C8 C9 . 1.341(3) yes
C8 H81 . 0.950 no
C9 C10 . 1.450(3) yes
C10 C11 . 1.404(3) yes
C10 H101 . 0.950 no
C11 C12 . 1.367(3) yes
C11 C13 . 1.503(3) yes
C12 H121 . 0.950 no
C13 C14 . 1.473(3) yes
C13 C18 . 1.374(3) yes
C14 C15 . 1.366(3) yes
C14 H141 . 0.950 no
C15 C16 . 1.349(3) yes
C15 H151 . 0.950 no
C16 C17 . 1.417(3) yes
C16 H161 . 0.950 no
C17 C18 . 1.471(3) yes
C17 H171 . 0.950 no
C18 C19 . 1.519(3) yes
C19 C20 . 1.334(3) yes
C19 C24 . 1.431(3) yes
C20 C21 . 1.340(3) yes
C20 H201 . 0.950 no
C21 C22 . 1.344(3) yes
C21 H211 . 0.950 no
C22 C23 . 1.337(3) yes
C22 H221 . 0.950 no
C23 C24 . 1.422(3) yes
C23 H231 . 0.950 no
C24 C25 . 1.492(3) yes
C25 C26 . 1.425(2) yes
C25 C30 . 1.443(3) yes
C26 C27 . 1.390(3) yes
C26 H261 . 0.950 no
C27 C28 . 1.325(3) yes
C28 C29 . 1.384(3) yes
C28 H281 . 0.950 no
C29 C30 . 1.290(3) yes
C29 C31 . 1.505(3) yes
C30 H301 . 0.950 no
C31 C32 . 1.370(3) yes
C31 C36 . 1.465(3) yes
C32 C33 . 1.320(3) yes
C32 H321 . 0.950 no
C33 C34 . 1.380(4) yes
C33 H331 . 0.950 no
C34 C35 . 1.413(4) yes
C34 H341 . 0.950 no
C35 C36 . 1.485(3) yes
C35 H351 . 0.950 no
C36 H361 . 0.950 no
C41 H411 . 1.000 no
C41 H412 . 1.000 no
