#------------------------------------------------------------------------------
#$Date: 2019-11-25 17:38:02 +0100 (lun 25 de nov de 2019) $
#$Revision: 241534 $
#$URL: svn://www.crystallography.net/cod/cif/4/13/13/4131301.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_4131301
loop_
_publ_author_name
'Plata, R. Erik'
'Hill, David E.'
'Haines, Brandon E.'
'Musaev, Djamaladdin G.'
'Chu, Ling'
'Hickey, David P.'
'Sigman, Matthew S.'
'Yu, Jin-Quan'
'Blackmond, Donna G.'
_publ_section_title
;
 A Role for Pd(IV) in Catalytic Enantioselective C-H Functionalization
 with Monoprotected Amino Acid Ligands under Mild Conditions.
;
_journal_issue                   27
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9238
_journal_page_last               9245
_journal_paper_doi               10.1021/jacs.7b03716
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C30 H90 Na4 O15 S15, 2(I3), I'
_chemical_formula_sum            'C30 H90 I10 Na4 O15 S15'
_chemical_formula_weight         2532.87
_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_Hall           '-P 6c'
_space_group_name_H-M_alt        'P 63/m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-11-16
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   11.9018(3)
_cell_length_b                   11.9018(3)
_cell_length_c                   32.8715(9)
_cell_measurement_reflns_used    5817
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.358
_cell_measurement_theta_min      2.713
_cell_volume                     4032.51(18)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker X8 APEX II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_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       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            33256
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.358
_diffrn_reflns_theta_min         2.071
_diffrn_source                   'sealed tube'
_diffrn_source_type              fine-focus
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.297
_exptl_absorpt_correction_T_max  0.0452
_exptl_absorpt_correction_T_min  0.0189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0975 before and 0.0462 after correction.
The Ratio of minimum to maximum transmission is 0.4181.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            Orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.086
_exptl_crystal_description       Block
_exptl_crystal_F_000             2408
_exptl_crystal_size_max          0.417
_exptl_crystal_size_mid          0.355
_exptl_crystal_size_min          0.296
_refine_diff_density_max         0.463
_refine_diff_density_min         -1.720
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.229
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         2804
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.229
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0445
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0191P)²+19.7322P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0813
_refine_ls_wR_factor_ref         0.0854
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2235
_reflns_number_total             2804
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b03716_si_002.cif
_cod_data_source_block           Black51
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_colour_primary' value 'Orange' was changed
to 'orange' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        4032.5(2)
_cod_database_code               4131301
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.363
_shelx_estimated_absorpt_t_min   0.267
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O3) = Uanis(O3B)
Uanis(Na2B) = Uanis(Na2)
3. Others
 Sof(O3B)=1-FVAR(1)
 Sof(Na2B)=0.33333*(1-FVAR(2))
 Sof(Na2)=0.33333*FVAR(2)
 Sof(O3)=FVAR(1)
4.a Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,
 H5B,H5C)
;
_shelx_shelxl_version_number     2016/6
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I2 I 0.333333 0.666667 0.35926(2) 0.02287(16) Uani 1 3 d S T P . .
I3 I 0.333333 0.666667 0.44683(2) 0.02263(15) Uani 1 3 d S T P . .
I4 I 0.333333 0.666667 0.54054(2) 0.02466(16) Uani 1 3 d S T P . .
S1 S 0.77845(19) 0.72205(19) 0.250000 0.0193(4) Uani 1 2 d S T P . .
S2 S 1.05611(14) 0.78056(14) 0.35019(4) 0.0206(3) Uani 1 1 d . . . . .
S3 S 0.95595(14) 1.22202(14) 0.44537(5) 0.0288(3) Uani 1 1 d . . . . .
Na1 Na 1.000000 1.000000 0.29974(9) 0.0182(8) Uani 1 3 d S T P A .
Na2 Na 1.000000 1.000000 0.39873(12) 0.0220(9) Uani 0.897(5) 3 d S T P A 1
O1 O 0.8321(5) 0.8679(5) 0.250000 0.0225(12) Uani 1 2 d S T P A .
O2 O 0.9597(4) 0.8286(4) 0.34744(11) 0.0250(9) Uani 1 1 d . . . . .
O3 O 1.0646(4) 1.1917(4) 0.43619(15) 0.0290(11) Uani 0.897(5) 1 d . . . A 1
O3B O 1.057(4) 1.192(4) 0.4638(14) 0.0290(11) Uani 0.103(5) 1 d . . . A 2
C1 C 0.6656(5) 0.6606(5) 0.20865(17) 0.0223(13) Uani 1 1 d . . . . .
H1A H 0.599321 0.685615 0.212417 0.033 Uiso 1 1 calc GR . . . .
H1B H 0.623999 0.565792 0.207892 0.033 Uiso 1 1 calc GR . . . .
H1C H 0.711591 0.696757 0.182998 0.033 Uiso 1 1 calc GR . . . .
C2 C 1.0250(7) 0.6762(7) 0.30820(18) 0.0333(16) Uani 1 1 d . . . . .
H2A H 0.932825 0.610071 0.307741 0.050 Uiso 1 1 calc GR . . . .
H2B H 1.077412 0.634015 0.310624 0.050 Uiso 1 1 calc GR . . . .
H2C H 1.047631 0.726721 0.282960 0.050 Uiso 1 1 calc GR . . . .
C3 C 0.9983(6) 0.6608(6) 0.38910(17) 0.0317(15) Uani 1 1 d . . . . .
H3A H 1.007150 0.702395 0.415565 0.048 Uiso 1 1 calc GR . . . .
H3B H 1.049062 0.616615 0.389033 0.048 Uiso 1 1 calc GR . . . .
H3C H 0.906742 0.597486 0.384154 0.048 Uiso 1 1 calc GR . . . .
C4 C 0.9833(6) 1.3436(7) 0.40933(17) 0.0342(16) Uani 1 1 d . . . . .
H4A H 1.071500 1.417118 0.412609 0.051 Uiso 1 1 calc GR . . . .
H4B H 0.920539 1.372941 0.413631 0.051 Uiso 1 1 calc GR . . . .
H4C H 0.973020 1.308145 0.381804 0.051 Uiso 1 1 calc GR . . . .
C5 C 0.9978(6) 1.3177(7) 0.48997(16) 0.0365(17) Uani 1 1 d . . . . .
H5A H 0.990828 1.264230 0.513566 0.055 Uiso 1 1 calc GR . . . .
H5B H 0.938622 1.351853 0.493399 0.055 Uiso 1 1 calc GR . . . .
H5C H 1.087040 1.389905 0.487657 0.055 Uiso 1 1 calc GR . . . .
I5 I 0.666667 0.333333 0.33952(2) 0.02428(17) Uani 1 3 d S T P . .
I6 I 0.666667 0.333333 0.250000 0.0217(2) Uani 1 6 d S T P . .
I1 I 0.333333 0.666667 0.250000 0.0228(2) Uani 1 6 d S T P . .
Na2B Na 1.000000 1.000000 0.500000 0.0220(9) Uani 0.205(9) 6 d S T P A 2
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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'
S S 0.1246 0.1234 '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
I2 I3 I4 180.0 . .
O1 S1 C1 105.5(2) . .
O1 S1 C1 105.5(2) . 10_556
C1 S1 C1 98.8(4) . 10_556
O2 S2 C2 106.6(3) . .
O2 S2 C3 106.4(3) . .
C2 S2 C3 97.9(3) . .
O3 S3 Na2 40.07(18) . .
O3 S3 C4 103.2(3) . .
O3 S3 C5 108.4(3) . .
O3B S3 C4 127.4(17) . .
O3B S3 C5 79.7(16) . .
C4 S3 Na2 107.7(2) . .
C5 S3 Na2 142.2(2) . .
C5 S3 C4 98.7(3) . .
Na2 Na1 Na1 180.0 . 10_556
O1 Na1 Na1 48.11(10) . 10_556
O1 Na1 Na1 48.11(10) 3_675 10_556
O1 Na1 Na1 48.11(10) 2_765 10_556
O1 Na1 Na2 131.89(10) . .
O1 Na1 Na2 131.89(10) 3_675 .
O1 Na1 Na2 131.89(10) 2_765 .
O1 Na1 O1 80.28(15) 2_765 .
O1 Na1 O1 80.28(15) 2_765 3_675
O1 Na1 O1 80.28(15) . 3_675
O2 Na1 Na1 130.31(11) . 10_556
O2 Na1 Na1 130.32(11) 3_675 10_556
O2 Na1 Na1 130.32(11) 2_765 10_556
O2 Na1 Na2 49.68(11) 3_675 .
O2 Na1 Na2 49.69(11) . .
O2 Na1 Na2 49.68(11) 2_765 .
O2 Na1 O1 178.14(18) 3_675 2_765
O2 Na1 O1 97.88(15) . .
O2 Na1 O1 97.88(14) 3_675 3_675
O2 Na1 O1 178.14(18) . 3_675
O2 Na1 O1 97.88(15) 2_765 2_765
O2 Na1 O1 99.18(15) . 2_765
O2 Na1 O1 99.18(15) 3_675 .
O2 Na1 O1 99.18(15) 2_765 3_675
O2 Na1 O1 178.14(18) 2_765 .
O2 Na1 O2 82.65(16) 2_765 3_675
O2 Na1 O2 82.65(16) . 2_765
O2 Na1 O2 82.65(16) . 3_675
S3 Na2 S3 100.33(8) . 3_675
S3 Na2 S3 100.33(8) . 2_765
S3 Na2 S3 100.33(8) 3_675 2_765
Na1 Na2 S3 117.54(7) . 3_675
Na1 Na2 S3 117.54(7) . .
Na1 Na2 S3 117.54(7) . 2_765
O2 Na2 S3 156.86(12) 2_765 2_765
O2 Na2 S3 78.25(9) 3_675 .
O2 Na2 S3 78.25(9) . 2_765
O2 Na2 S3 78.25(9) 2_765 3_675
O2 Na2 S3 102.65(10) 3_675 2_765
O2 Na2 S3 156.86(13) 3_675 3_675
O2 Na2 S3 102.65(10) 2_765 .
O2 Na2 S3 102.65(10) . 3_675
O2 Na2 S3 156.85(12) . .
O2 Na2 Na1 47.62(11) 3_675 .
O2 Na2 Na1 47.62(11) 2_765 .
O2 Na2 Na1 47.62(11) . .
O2 Na2 O2 79.55(17) 3_675 .
O2 Na2 O2 79.55(17) 2_765 .
O2 Na2 O2 79.55(17) 3_675 2_765
O3 Na2 S3 77.40(13) . 3_675
O3 Na2 S3 77.40(13) 2_765 .
O3 Na2 S3 77.40(13) 3_675 2_765
O3 Na2 S3 113.66(18) 3_675 .
O3 Na2 S3 113.66(18) 2_765 3_675
O3 Na2 S3 113.66(18) . 2_765
O3 Na2 S3 24.81(11) . .
O3 Na2 S3 24.81(11) 2_765 2_765
O3 Na2 S3 24.81(12) 3_675 3_675
O3 Na2 Na1 121.49(15) 3_675 .
O3 Na2 Na1 121.48(15) 2_765 .
O3 Na2 Na1 121.49(15) . .
O3 Na2 O2 168.0(2) 3_675 3_675
O3 Na2 O2 95.70(15) 3_675 2_765
O3 Na2 O2 88.77(15) 2_765 3_675
O3 Na2 O2 95.71(15) 2_765 .
O3 Na2 O2 168.0(2) 2_765 2_765
O3 Na2 O2 95.70(15) . 3_675
O3 Na2 O2 168.0(2) . .
O3 Na2 O2 88.77(15) 3_675 .
O3 Na2 O2 88.77(15) . 2_765
O3 Na2 O3 95.2(2) 2_765 .
O3 Na2 O3 95.2(2) 3_675 .
O3 Na2 O3 95.2(2) 3_675 2_765
S1 O1 Na1 118.4(2) . 10_556
S1 O1 Na1 118.4(2) . .
Na1 O1 Na1 83.8(2) . 10_556
S2 O2 Na1 119.1(2) . .
S2 O2 Na2 113.2(2) . .
Na1 O2 Na2 82.69(15) . .
S3 O3 Na2 115.1(2) . .
S3 O3B Na2B 123(2) . .
S1 C1 H1A 109.5 . .
S1 C1 H1B 109.5 . .
S1 C1 H1C 109.5 . .
H1A C1 H1B 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
S2 C2 H2A 109.5 . .
S2 C2 H2B 109.5 . .
S2 C2 H2C 109.5 . .
H2A C2 H2B 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
S2 C3 H3A 109.5 . .
S2 C3 H3B 109.5 . .
S2 C3 H3C 109.5 . .
H3A C3 H3B 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
S3 C4 H4A 109.5 . .
S3 C4 H4B 109.5 . .
S3 C4 H4C 109.5 . .
H4A C4 H4B 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
S3 C5 H5A 109.5 . .
S3 C5 H5B 109.5 . .
S3 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
I5 I6 I5 180.0 . 10_556
O3B Na2B O3B 180.0(19) 9_656 3_675
O3B Na2B O3B 83.3(14) . 8_566
O3B Na2B O3B 96.7(14) 9_656 8_566
O3B Na2B O3B 83.3(14) 3_675 8_566
O3B Na2B O3B 96.7(14) 3_675 .
O3B Na2B O3B 180.0 2_765 8_566
O3B Na2B O3B 83.3(14) 9_656 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I2 I3 2.8783(9) .
I3 I4 3.0804(8) .
S1 O1 1.521(6) .
S1 C1 1.790(5) 10_556
S1 C1 1.790(5) .
S2 O2 1.519(4) .
S2 C2 1.768(6) .
S2 C3 1.777(6) .
S3 Na2 3.316(2) .
S3 O3 1.537(5) .
S3 O3B 1.54(4) .
S3 C4 1.770(6) .
S3 C5 1.768(6) .
Na1 Na1 3.270(6) 10_556
Na1 Na2 3.254(5) .
Na1 O1 2.449(4) 3_675
Na1 O1 2.449(4) 2_765
Na1 O1 2.449(5) .
Na1 O2 2.424(4) 2_765
Na1 O2 2.424(4) 3_675
Na1 O2 2.423(4) .
Na2 O2 2.501(5) .
Na2 O2 2.501(5) 2_765
Na2 O2 2.501(5) 3_675
Na2 O3 2.357(5) .
Na2 O3 2.357(5) 3_675
Na2 O3 2.357(5) 2_765
O3B Na2B 2.36(4) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
I5 I6 2.9428(6) .
