#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/64/1506432.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_1506432
loop_
_publ_author_name
'Colquhoun, Howard M.'
'Zhu, Zhixue'
'Dudman, Christopher C.'
'O'Mahoney, Caroline A.'
'Williams, David J.'
'Drew, Michael G. B.'
_publ_section_title
;
 Synthesis of Strained Macrocyclic Biaryls for Enthalpy-Driven
 Ring-Opening Polymerization
;
_journal_issue                   25
_journal_name_full               Macromolecules
_journal_page_first              10413
_journal_paper_doi               10.1021/ma0517796
_journal_volume                  38
_journal_year                    2005
_chemical_formula_sum            'C41 H24 Cl2 F6 O4'
_chemical_formula_weight         765.50
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yac'
_symmetry_space_group_name_H-M   'C 1 2/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                 113.028(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   28.15(4)
_cell_length_b                   7.284(12)
_cell_length_c                   18.04(3)
_cell_measurement_temperature    293(2)
_cell_volume                     3404(9)
_computing_cell_refinement       XDS
_computing_data_collection       'XDS (Kabsch, 1991)'
_computing_data_reduction        XDS
_computing_molecular_graphics    PLATON(Spek,1994)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Marresearch Image Plate'
_diffrn_measurement_method
'95 frames at 2^o intervals, counting time 2 min.'
_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  0.0543
_diffrn_reflns_av_sigmaI/netI    0.0558
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9519
_diffrn_reflns_theta_max         25.81
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1560
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.220
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3264
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.220
_refine_ls_R_factor_all          0.1131
_refine_ls_R_factor_gt           0.0851
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0935P)²+7.2961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2027
_refine_ls_wR_factor_ref         0.2273
_reflns_number_gt                2559
_reflns_number_total             3264
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ma0517796si20050811_104054.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0935P)^2^+7.2961P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0935P)^2^+7.2961P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3404(8)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1506432
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y, 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_calc_flag
_atom_site_refinement_flags
Cl1 Cl 0.18744(6) 0.3457(2) 0.40684(10) 0.0812(5) Uani 1 d .
C11 C 0.15272(17) 0.1418(6) 0.3943(3) 0.0483(11) Uani 1 d .
C12 C 0.16931(16) 0.0061(7) 0.4520(3) 0.0485(11) Uani 1 d .
H12 H 0.2002 0.0196 0.4966 0.058 Uiso 1 calc R
C13 C 0.13980(15) -0.1499(6) 0.4433(3) 0.0441(10) Uani 1 d .
H13 H 0.1511 -0.2421 0.4819 0.053 Uiso 1 calc R
C14 C 0.09319(14) -0.1702(6) 0.3770(2) 0.0377(9) Uani 1 d .
C15 C 0.07851(16) -0.0333(6) 0.3184(3) 0.0455(11) Uani 1 d .
H15 H 0.0481 -0.0472 0.2730 0.055 Uiso 1 calc R
C16 C 0.10771(18) 0.1213(7) 0.3259(3) 0.0517(12) Uani 1 d .
H16 H 0.0976 0.2109 0.2860 0.062 Uiso 1 calc R
C17 C 0.05899(15) -0.3341(6) 0.3623(2) 0.0434(10) Uani 1 d .
O18 O 0.03094(13) -0.3738(5) 0.29305(19) 0.0664(10) Uani 1 d .
C21 C 0.05916(13) -0.4538(6) 0.4300(2) 0.0351(9) Uani 1 d .
C22 C 0.04357(15) -0.6373(6) 0.4114(3) 0.0453(11) Uani 1 d .
H22 H 0.0320 -0.6771 0.3583 0.054 Uiso 1 calc R
C23 C 0.04511(16) -0.7593(6) 0.4708(3) 0.0451(11) Uani 1 d .
H23 H 0.0356 -0.8812 0.4582 0.054 Uiso 1 calc R
C24 C 0.06093(14) -0.6982(6) 0.5491(3) 0.0392(10) Uani 1 d .
C25 C 0.07312(15) -0.5154(6) 0.5685(3) 0.0420(10) Uani 1 d .
H25 H 0.0816 -0.4743 0.6210 0.050 Uiso 1 calc R
C26 C 0.07258(15) -0.3945(6) 0.5090(2) 0.0395(10) Uani 1 d .
H26 H 0.0813 -0.2721 0.5219 0.047 Uiso 1 calc R
O27 O 0.06405(11) -0.8225(4) 0.60984(19) 0.0499(8) Uani 1 d .
C31 C 0.11001(14) -0.9183(5) 0.6439(2) 0.0343(9) Uani 1 d .
C32 C 0.15464(14) -0.8715(5) 0.6335(2) 0.0365(9) Uani 1 d .
H32 H 0.1547 -0.7714 0.6016 0.044 Uiso 1 calc R
C33 C 0.19924(14) -0.9736(5) 0.6707(2) 0.0348(9) Uani 1 d .
H33 H 0.2292 -0.9391 0.6641 0.042 Uiso 1 calc R
C34 C 0.20025(13) -1.1259(5) 0.7174(2) 0.0291(8) Uani 1 d .
C35 C 0.15495(14) -1.1710(5) 0.7277(2) 0.0337(9) Uani 1 d .
H35 H 0.1548 -1.2711 0.7596 0.040 Uiso 1 calc R
C36 C 0.11016(15) -1.0684(6) 0.6909(2) 0.0377(9) Uani 1 d .
H36 H 0.0802 -1.1008 0.6980 0.045 Uiso 1 calc R
C37 C 0.2500 -1.2437(7) 0.7500 0.0340(12) Uani 1 d S
C38 C 0.25224(16) -1.3685(6) 0.8211(3) 0.0482(12) Uani 1 d .
F39 F 0.24284(10) -1.2728(4) 0.87741(16) 0.0583(8) Uani 1 d .
>F40 F 0.21810(11) -1.5061(4) 0.7984(2) 0.0684(9) Uani 1 d .
F41 F 0.29902(11) -1.4446(4) 0.8587(2) 0.0724(9) Uani 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
C12 C11 C16 121.1(4) . .
C12 C11 Cl1 120.4(4) . .
C16 C11 Cl1 118.6(4) . .
C13 C12 C11 119.6(4) . .
C12 C13 C14 120.5(4) . .
C15 C14 C13 118.4(4) . .
C15 C14 C17 117.4(4) . .
C13 C14 C17 124.2(4) . .
C16 C15 C14 121.7(4) . .
C15 C16 C11 118.8(4) . .
O18 C17 C14 119.0(4) . .
O18 C17 C21 119.3(4) . .
C14 C17 C21 121.7(3) . .
C26 C21 C22 118.2(4) . .
C26 C21 C17 124.5(4) . .
C22 C21 C17 117.2(4) . .
C23 C22 C21 121.0(4) . .
C24 C23 C22 119.2(4) . .
C23 C24 C25 121.2(4) . .
C23 C24 O27 119.4(4) . .
C25 C24 O27 119.4(4) . .
C24 C25 C26 119.2(4) . .
C25 C26 C21 120.9(4) . .
C31 O27 C24 115.8(3) . .
O27 C31 C32 123.8(4) . .
O27 C31 C36 116.7(3) . .
C32 C31 C36 119.5(3) . .
C33 C32 C31 120.1(4) . .
C32 C33 C34 121.5(3) . .
C33 C34 C35 117.8(3) . .
C33 C34 C37 118.4(3) . .
C35 C34 C37 123.7(3) . .
C36 C35 C34 121.0(4) . .
C31 C36 C35 120.1(3) . .
C34 C37 C34 112.7(4) . 4_546
C34 C37 C38 105.8(2) . 4_546
C34 C37 C38 112.1(2) 4_546 4_546
C34 C37 C38 112.1(2) . .
C34 C37 C38 105.8(2) 4_546 .
C38 C37 C38 108.3(5) 4_546 .
F40 C38 F41 106.9(4) . .
F40 C38 F39 106.9(4) . .
F41 C38 F39 106.1(4) . .
F40 C38 C37 113.2(4) . .
F41 C38 C37 111.9(3) . .
F39 C38 C37 111.4(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C11 1.743(5) .
C11 C12 1.378(7) .
C11 C16 1.387(7) .
C12 C13 1.380(6) .
C13 C14 1.395(6) .
C14 C15 1.393(6) .
C14 C17 1.491(6) .
C15 C16 1.369(7) .
C17 O18 1.223(5) .
C17 C21 1.499(6) .
C21 C26 1.391(6) .
C21 C22 1.406(6) .
C22 C23 1.379(7) .
C23 C24 1.378(6) .
C24 C25 1.386(7) .
C24 O27 1.397(5) .
C25 C26 1.385(6) .
O27 C31 1.385(5) .
C31 C32 1.383(5) .
C31 C36 1.382(6) .
C32 C33 1.386(5) .
C33 C34 1.386(5) .
C34 C35 1.398(5) .
C34 C37 1.549(5) .
C35 C36 1.391(6) .
C37 C34 1.549(5) 4_546
C37 C38 1.553(6) 4_546
C37 C38 1.553(6) .
C38 F40 1.337(5) .
C38 F41 1.343(5) .
C38 F39 1.341(6) .
