#------------------------------------------------------------------------------
#$Date: 2019-11-10 07:04:13 +0200 (Sun, 10 Nov 2019) $
#$Revision: 225788 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/56/4515648.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_4515648
loop_
_publ_author_name
'Liu, Ruzhang'
'Ge, Hua'
'Chen, Kuanwei'
'Xue, Huaiguo'
_publ_section_title
;
 Selectivity in Olefin-Intervened Macrocyclic Ring-Closing Metathesis
;
_journal_issue                   6
_journal_name_full               'ACS Catalysis'
_journal_page_first              5574
_journal_paper_doi               10.1021/acscatal.8b01084
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         'C30 H42 N2 O4 S2'
_chemical_formula_sum            'C30 H42 N2 O4 S2'
_chemical_formula_weight         558.78
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_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                 112.146(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.6621(12)
_cell_length_b                   8.3363(5)
_cell_length_c                   19.9464(13)
_cell_measurement_reflns_used    9926
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.7633
_cell_measurement_theta_min      2.2047
_cell_volume                     3028.2(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            40939
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         1.24
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  0.7912
_exptl_absorpt_correction_T_min  0.7695
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.138
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         6879
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1312
_refine_ls_R_factor_gt           0.0913
_refine_ls_shift/su_max          0.099
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1775P)²+2.0141P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2932
_refine_ls_wR_factor_ref         0.3269
_reflns_number_gt                4277
_reflns_number_total             6976
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cs8b01084_si_002.cif
_cod_data_source_block           EE-3
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4515648
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
C1 C 0.2464(2) 0.6576(5) 0.0733(2) 0.0610(9) Uani 1 1 d .
C2 C 0.1875(2) 0.7164(5) 0.0862(2) 0.0621(9) Uani 1 1 d .
H2 H 0.1556 0.7921 0.0539 0.074 Uiso 1 1 calc R
C3 C 0.1743(2) 0.6663(5) 0.1460(2) 0.0650(9) Uani 1 1 d .
H3 H 0.1331 0.7079 0.1543 0.078 Uiso 1 1 calc R
C4 C 0.21995(19) 0.5561(5) 0.1946(2) 0.0616(9) Uani 1 1 d .
C5 C 0.2792(2) 0.4970(5) 0.1798(2) 0.0672(10) Uani 1 1 d .
H5 H 0.3112 0.4211 0.2119 0.081 Uiso 1 1 calc R
C6 C 0.2925(2) 0.5451(5) 0.1202(2) 0.0667(9) Uani 1 1 d .
H6 H 0.3328 0.5021 0.1110 0.080 Uiso 1 1 calc R
C7 C 0.2058(3) 0.5042(7) 0.2595(3) 0.0871(13) Uani 1 1 d .
H7A H 0.2372 0.4122 0.2820 0.131 Uiso 1 1 calc R
H7B H 0.1541 0.4733 0.2451 0.131 Uiso 1 1 calc R
H7C H 0.2168 0.5928 0.2943 0.131 Uiso 1 1 calc R
C8 C 0.4071(2) 0.7784(7) 0.0439(2) 0.0815(12) Uani 1 1 d .
H8A H 0.4339 0.8421 0.0199 0.098 Uiso 1 1 calc R
H8B H 0.4032 0.6671 0.0254 0.098 Uiso 1 1 calc R
C9 C 0.4508(3) 0.7772(8) 0.1240(3) 0.0953(16) Uani 1 1 d .
H9A H 0.4237 0.7167 0.1488 0.114 Uiso 1 1 calc R
H9B H 0.4574 0.8886 0.1426 0.114 Uiso 1 1 calc R
C10 C 0.5269(3) 0.6990(8) 0.1410(3) 0.115(2) Uani 1 1 d .
H10A H 0.5515 0.6864 0.1940 0.137 Uiso 1 1 calc R
H10B H 0.5197 0.5906 0.1192 0.137 Uiso 1 1 calc R
C11 C 0.5747(3) 0.7902(7) 0.1144(3) 0.0864(14) Uani 1 1 d .
H11 H 0.5805 0.9005 0.1273 0.104 Uiso 1 1 calc R
C12 C 0.6112(3) 0.7396(7) 0.0745(3) 0.0907(14) Uani 1 1 d .
H12 H 0.6060 0.6304 0.0599 0.109 Uiso 1 1 calc R
C13 C 0.3243(3) 1.0054(6) 0.0515(3) 0.0890(14) Uani 1 1 d .
H13A H 0.3420 1.0013 0.1050 0.107 Uiso 1 1 calc R
H13B H 0.2715 1.0337 0.0329 0.107 Uiso 1 1 calc R
C14 C 0.3656(3) 1.1332(6) 0.0298(3) 0.0859(13) Uani 1 1 d .
H14A H 0.4184 1.1051 0.0490 0.103 Uiso 1 1 calc R
H14B H 0.3603 1.2359 0.0523 0.103 Uiso 1 1 calc R
C15 C 0.3402(2) 1.1570(6) -0.0511(3) 0.0816(12) Uani 1 1 d .
H15A H 0.3362 1.0507 -0.0743 0.098 Uiso 1 1 calc R
H15B H 0.2905 1.2051 -0.0688 0.098 Uiso 1 1 calc R
C16 C 0.4206(2) 0.8375(5) 0.7525(2) 0.0625(9) Uani 1 1 d .
C17 C 0.4122(2) 0.7617(5) 0.81051(19) 0.0628(9) Uani 1 1 d .
H17 H 0.4499 0.6944 0.8416 0.075 Uiso 1 1 calc R
C18 C 0.3479(2) 0.7849(4) 0.82278(19) 0.0605(9) Uani 1 1 d .
H18 H 0.3426 0.7361 0.8636 0.073 Uiso 1 1 calc R
C19 C 0.2918(2) 0.8774(4) 0.77689(19) 0.0608(9) Uani 1 1 d .
C20 C 0.2208(2) 0.8985(6) 0.7890(2) 0.0805(12) Uani 1 1 d .
H20A H 0.2155 1.0109 0.8006 0.121 Uiso 1 1 calc R
H20B H 0.2216 0.8302 0.8293 0.121 Uiso 1 1 calc R
H20C H 0.1793 0.8678 0.7451 0.121 Uiso 1 1 calc R
C21 C 0.3013(2) 0.9511(5) 0.7190(2) 0.0705(10) Uani 1 1 d .
H21 H 0.2627 1.0143 0.6866 0.085 Uiso 1 1 calc R
C22 C 0.3662(2) 0.9345(5) 0.7074(2) 0.0716(10) Uani 1 1 d .
H22 H 0.3728 0.9896 0.6686 0.086 Uiso 1 1 calc R
C23 C 0.4608(3) 0.5117(6) 0.6810(3) 0.0853(13) Uani 1 1 d .
H23A H 0.4069 0.5065 0.6674 0.102 Uiso 1 1 calc R
H23B H 0.4841 0.4873 0.7334 0.102 Uiso 1 1 calc R
C24 C 0.4835(3) 0.3841(7) 0.6388(3) 0.0953(14) Uani 1 1 d .
H24A H 0.4665 0.2781 0.6486 0.114 Uiso 1 1 calc R
H24B H 0.4587 0.4061 0.5864 0.114 Uiso 1 1 calc R
C25 C 0.5642(3) 0.3767(7) 0.6572(3) 0.0957(15) Uani 1 1 d .
H25A H 0.5824 0.4859 0.6535 0.115 Uiso 1 1 calc R
H25B H 0.5887 0.3408 0.7080 0.115 Uiso 1 1 calc R
C26 C 0.5850(3) 0.2668(7) 0.6094(3) 0.0936(15) Uani 1 1 d .
H26 H 0.5705 0.1576 0.6070 0.112 Uiso 1 1 calc R
C27 C 0.6227(3) 0.3130(7) 0.5699(3) 0.0953(15) Uani 1 1 d .
H27 H 0.6356 0.4233 0.5724 0.114 Uiso 1 1 calc R
C28 C 0.4550(3) 0.7376(8) 0.5949(3) 0.0947(14) Uani 1 1 d .
H28A H 0.4804 0.6793 0.5678 0.114 Uiso 1 1 calc R
H28B H 0.4686 0.8522 0.5963 0.114 Uiso 1 1 calc R
C29 C 0.3755(3) 0.7227(8) 0.5554(3) 0.0958(15) Uani 1 1 d .
H29A H 0.3494 0.7829 0.5812 0.115 Uiso 1 1 calc R
H29B H 0.3610 0.6085 0.5534 0.115 Uiso 1 1 calc R
C30 C 0.3532(4) 0.7890(8) 0.4775(3) 0.1057(17) Uani 1 1 d .
H30A H 0.2991 0.7998 0.4558 0.127 Uiso 1 1 calc R
H30B H 0.3745 0.8974 0.4799 0.127 Uiso 1 1 calc R
N1 N 0.33306(19) 0.8445(4) 0.02377(19) 0.0731(9) Uani 1 1 d .
N2 N 0.4811(2) 0.6769(5) 0.66828(18) 0.0761(10) Uani 1 1 d .
O1 O 0.2835(2) 0.5874(5) -0.03467(19) 0.1086(12) Uani 1 1 d .
O2 O 0.20055(18) 0.8144(6) -0.04602(17) 0.1071(13) Uani 1 1 d .
O3 O 0.55268(18) 0.7278(6) 0.79637(19) 0.1163(15) Uani 1 1 d .
O4 O 0.5198(2) 0.9555(5) 0.7093(3) 0.1167(14) Uani 1 1 d .
S1 S 0.26346(6) 0.72331(16) -0.00303(5) 0.0777(4) Uani 1 1 d .
S2 S 0.50116(6) 0.80551(17) 0.73455(7) 0.0841(4) 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'
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
C2 C1 C6 119.8(3) . .
C2 C1 S1 120.1(3) . .
C6 C1 S1 120.1(3) . .
C1 C2 C3 120.2(3) . .
C2 C3 C4 121.3(4) . .
C3 C4 C5 117.2(3) . .
C3 C4 C7 121.0(4) . .
C5 C4 C7 121.8(4) . .
C6 C5 C4 121.8(4) . .
C5 C6 C1 119.5(3) . .
N1 C8 C9 113.9(4) . .
C8 C9 C10 110.7(5) . .
C11 C10 C9 113.8(5) . .
C12 C11 C10 128.6(6) . .
C11 C12 C15 124.2(5) . 3_675
N1 C13 C14 112.5(4) . .
C13 C14 C15 113.9(4) . .
C12 C15 C14 114.7(4) 3_675 .
C22 C16 C17 120.6(4) . .
C22 C16 S2 119.5(3) . .
C17 C16 S2 119.9(3) . .
C16 C17 C18 119.2(3) . .
C19 C18 C17 121.1(3) . .
C18 C19 C21 118.6(3) . .
C18 C19 C20 121.0(4) . .
C21 C19 C20 120.3(4) . .
C19 C21 C22 121.2(4) . .
C16 C22 C21 119.2(4) . .
N2 C23 C24 113.5(4) . .
C25 C24 C23 113.6(4) . .
C26 C25 C24 113.1(5) . .
C27 C26 C25 123.5(6) . .
C26 C27 C30 126.9(6) . 3_666
N2 C28 C29 114.4(4) . .
C28 C29 C30 110.5(5) . .
C27 C30 C29 113.5(5) 3_666 .
C8 N1 C13 118.7(4) . .
C8 N1 S1 119.0(3) . .
C13 N1 S1 118.9(3) . .
C28 N2 C23 118.8(4) . .
C28 N2 S2 118.3(4) . .
C23 N2 S2 118.0(3) . .
O1 S1 O2 118.6(3) . .
O1 S1 N1 107.6(2) . .
O2 S1 N1 107.4(2) . .
O1 S1 C1 108.1(2) . .
O2 S1 C1 106.2(2) . .
N1 S1 C1 108.68(17) . .
O3 S2 O4 120.3(3) . .
O3 S2 N2 106.2(2) . .
O4 S2 N2 107.5(2) . .
O3 S2 C16 107.0(2) . .
O4 S2 C16 107.7(2) . .
N2 S2 C16 107.58(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.368(5) .
C1 C6 1.392(5) .
C1 S1 1.765(4) .
C2 C3 1.378(5) .
C3 C4 1.390(5) .
C4 C5 1.395(5) .
C4 C7 1.489(6) .
C5 C6 1.369(5) .
C8 N1 1.464(6) .
C8 C9 1.503(6) .
C9 C10 1.547(8) .
C10 C11 1.456(7) .
C11 C12 1.326(8) .
C12 C15 1.486(7) 3_675
C13 N1 1.485(6) .
C13 C14 1.499(7) .
C14 C15 1.510(7) .
C15 C12 1.486(7) 3_675
C16 C22 1.372(6) .
C16 C17 1.382(6) .
C16 S2 1.771(4) .
C17 C18 1.389(5) .
C18 C19 1.374(5) .
C19 C21 1.380(5) .
C19 C20 1.515(5) .
C21 C22 1.387(6) .
C23 N2 1.483(6) .
C23 C24 1.524(7) .
C24 C25 1.490(7) .
C25 C26 1.486(7) .
C26 C27 1.326(8) .
C27 C30 1.477(8) 3_666
C28 N2 1.448(6) .
C28 C29 1.466(7) .
C29 C30 1.548(8) .
C30 C27 1.477(8) 3_666
N1 S1 1.621(4) .
N2 S2 1.631(4) .
O1 S1 1.423(4) .
O2 S1 1.429(4) .
O3 S2 1.423(4) .
O4 S2 1.446(4) .
