Zinc 2-N-Methyl N-confused porphyrin: An Efficient Catalyst for the Conversion of CO2 into Cyclic Carbonates
Ge, Yuansheng; Cheng, Guoe; Xu, Nanfeng; Wang, Weizhou; Ke, Hanzhong; Catalysis Science & Technology  (2019) –; doi:10.1039/C9CY00739C

data_1552107
_publ_section_title
;
 Zinc 2-N-Methyl N-confused porphyrin: An Efficient Catalyst for the
 Conversion of CO2 into Cyclic Carbonates
;
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_paper_doi               10.1039/C9CY00739C
_journal_year                    2019
_chemical_formula_moiety         'C45 H31 Cl N4 Zn'
_chemical_formula_sum            'C45 H31 Cl N4 Zn'
_chemical_formula_weight         728.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-10-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-03-11 deposited with the CCDC.    2019-07-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.951(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.7682(11)
_cell_length_b                   13.7292(6)
_cell_length_c                   31.4518(16)
_cell_measurement_reflns_used    7141
_cell_measurement_temperature    291
_cell_measurement_theta_max      21.7480
_cell_measurement_theta_min      3.7970
_cell_volume                     7752.2(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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      291
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.868
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -29.00  51.00   1.00   20.00    --  -13.80  57.00-150.00   80
  2  \w    -17.00  25.00   1.00   20.00    --  -13.80 -99.00 120.00   42
  3  \w    -52.00  42.00   1.00   20.00    --   14.82 -77.00 -30.00   94
  4  \w     15.00  65.00   1.00   20.00    --   14.82  57.00 -90.00   50
  5  \w    -12.00  82.00   1.00   20.00    --   14.82  77.00  90.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0007335000
_diffrn_orient_matrix_UB_12      0.0361423000
_diffrn_orient_matrix_UB_13      -0.0162522000
_diffrn_orient_matrix_UB_21      -0.0371532000
_diffrn_orient_matrix_UB_22      0.0118668000
_diffrn_orient_matrix_UB_23      -0.0008685000
_diffrn_orient_matrix_UB_31      0.0133542000
_diffrn_orient_matrix_UB_32      0.0350061000
_diffrn_orient_matrix_UB_33      0.0170624000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0835
_diffrn_reflns_av_unetI/netI     0.1178
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.868
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            29454
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.868
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.431
_diffrn_reflns_theta_min         3.262
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark black'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       block
_exptl_crystal_F_000             3008
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.27
_platon_squeeze_details
;
TITL wwz181015-2_a.res in I2/a
CELL   18.7682   13.7292   31.4518     90.00    106.95     90.00
SPGR I2/a
C101 0.633 0.637 0.017 !       2.42 eA-3
C102 0.975 0.940 0.494 !       1.96 eA-3
C103 0.025 0.060 0.506 !       1.96 eA-3
C104 0.595 0.574 0.017 !       1.94 eA-3
Q105 0.527 0.155 0.195 !       1.23 eA-3
C106 0.534 0.542 0.048 !       1.14 eA-3
Q107 0.021 0.123 0.415 !       1.02 eA-3
C108 0.441 0.339 0.026 !       0.99 eA-3
C109 0.962 0.513 0.038 !       0.94 eA-3
C110 0.585 0.881 0.468 !       0.94 eA-3
C111 0.088 0.543 0.006 !       0.94 eA-3
C112 0.961 0.401 0.021 !       0.93 eA-3
C113 0.512 0.375 0.001 !       0.92 eA-3
C114 0.169 0.326 0.036 !       0.91 eA-3
Q115 0.503 0.817 0.478 !       0.89 eA-3
C116 0.320 0.321 0.007 !       0.88 eA-3
C117 0.140 0.269 0.017 !       0.86 eA-3
Q118 0.597 0.452 0.050 !       0.86 eA-3
C119 0.021 0.516 0.038 !       0.86 eA-3
Q120 0.463 0.380 0.219 !       0.85 eA-3
Q121 0.643 0.811 0.240 !       0.84 eA-3
Q122 0.561 0.405 0.039 !       0.82 eA-3
Q123 0.472 0.453 0.275 !       0.81 eA-3
C124 0.516 0.604 0.029 !       0.81 eA-3
Q125 0.249 0.640 0.360 !       0.80 eA-3
Q126 0.025 0.531 0.076 !       0.79 eA-3
Q127 0.570 0.877 0.211 !       0.77 eA-3
Q128 0.549 0.438 0.054 !       0.77 eA-3
Q129 0.126 0.327 0.057 !       0.77 eA-3
C130 0.215 0.358 0.032 !       0.76 eA-3
C131 0.437 0.527 0.022 !       0.75 eA-3
Q132 0.498 0.371 0.041 !       0.75 eA-3
C133 0.098 0.452 0.071 !       0.74 eA-3
C134 0.627 0.762 0.495 !       0.74 eA-3
Q135 0.629 0.501 0.093 !       0.73 eA-3
Q136 0.787 0.878 0.321 !       0.73 eA-3
Q137 0.281 0.299 0.148 !       0.72 eA-3
Q138 0.622 0.842 0.202 !       0.71 eA-3
C139 0.156 0.277 0.046 !       0.71 eA-3
C140 0.810 0.765 0.493 !       0.71 eA-3
Q141 0.378 0.407 0.039 !       0.71 eA-3
Q142 0.647 0.872 0.266 !       0.70 eA-3
Q143 0.600 0.702 0.202 !       0.70 eA-3
Q144 0.075 0.388 0.086 !       0.70 eA-3
Q145 0.258 0.263 0.452 !       0.69 eA-3
Q146 0.688 0.392 0.256 !       0.69 eA-3
Q147 0.671 0.862 0.243 !       0.69 eA-3
Q148 0.950 0.329 0.258 !       0.68 eA-3
Q149 0.873 0.552 0.267 !       0.68 eA-3
Q150 0.672 0.517 0.030 !       0.68 eA-3
Q151 0.949 0.216 0.429 !       0.68 eA-3
Q152 0.596 0.970 0.068 !       0.68 eA-3
C153 0.443 0.402 0.048 !       0.67 eA-3
Q154 0.647 0.719 0.189 !       0.67 eA-3
Q155 0.093 0.568 0.083 !       0.67 eA-3
Q156 0.048 0.418 0.268 !       0.66 eA-3
C157 0.686 0.785 0.046 !       0.66 eA-3
Q158 0.339 0.619 0.163 !       0.66 eA-3
Q159 0.007 0.576 0.104 !       0.66 eA-3
C160 0.440 0.909 0.491 !       0.66 eA-3
C161 0.752 0.729 0.023 !       0.65 eA-3
Q162 0.096 0.094 0.180 !       0.65 eA-3
Q163 0.280 0.322 0.299 !       0.65 eA-3
Q164 0.797 0.019 0.303 !       0.64 eA-3
Q165 0.202 0.734 0.250 !       0.64 eA-3
Q166 0.706 0.905 0.209 !       0.64 eA-3
Q167 0.561 0.596 0.070 !       0.64 eA-3
Q168 0.638 0.761 0.210 !       0.63 eA-3
Q169 0.785 0.408 0.367 !       0.63 eA-3
Q170 0.982 0.890 0.429 !       0.63 eA-3
C171 0.333 0.316 0.477 !       0.63 eA-3
Q172 0.230 0.436 0.204 !       0.63 eA-3
Q173 0.512 0.172 0.475 !       0.63 eA-3
Q174 0.537 0.609 0.103 !       0.62 eA-3
C175 0.445 0.299-0.001 !       0.62 eA-3
C176 0.588 0.424 0.022 !       0.62 eA-3
Q177 0.990 0.680 0.243 !       0.62 eA-3
Q178 0.095 0.231 0.194 !       0.61 eA-3
Q179 0.514 0.326 0.282 !       0.61 eA-3
Q180 0.073 0.792 0.220 !       0.61 eA-3
Q181 0.514 0.656 0.208 !       0.61 eA-3
Q182 0.498 0.031 0.273 !       0.60 eA-3
Q183 0.095 0.360 0.071 !       0.60 eA-3
Q184 0.311 0.641 0.127 !       0.60 eA-3
Q185 0.750 0.844 0.000 !       0.60 eA-3
Q186 0.405 0.314 0.280 !       0.59 eA-3
Q187 0.033 0.219 0.235 !       0.59 eA-3
Q188 0.422 0.515 0.063 !       0.59 eA-3
Q189 0.798 0.624 0.225 !       0.59 eA-3
Q190 0.327 0.356 0.172 !       0.59 eA-3
Q191 0.214 0.357 0.080 !       0.59 eA-3
Q192 0.267 0.469 0.326 !       0.58 eA-3
Q193 0.382 0.547 0.039 !       0.58 eA-3
Q194 0.512 0.222 0.244 !       0.58 eA-3
Q195 0.224 0.264 0.072 !       0.58 eA-3
Q196 0.295 0.299 0.196 !       0.58 eA-3
Q197 0.711 0.702 0.463 !       0.58 eA-3
Q198 0.673 0.811 0.195 !       0.58 eA-3
Q199 0.729 0.455 0.248 !       0.58 eA-3
;
_refine_diff_density_max         1.068
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         8465
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0811
_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/[\s^2^(Fo^2^)+(0.0667P)^2^+18.3939P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1694
_refine_ls_wR_factor_ref         0.1958
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4923
_reflns_number_total             8465
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cy00739c2.cif
_cod_data_source_block           wwz181015-2_sq
_cod_database_code               1552107
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.826
_shelx_estimated_absorpt_t_min   0.814
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C8(H8), C12(H12), C13(H13), C17(H17), C18(H18), C23(H23),
 C24(H24), C25(H25), C26(H26), C27(H27), C29(H29), C30(H30), C31(H31), C32(H32),
  C33(H33), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C41(H41),
 C42(H42), C43(H43), C44(H44), C45(H45)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.638
_oxdiff_exptl_absorpt_empirical_full_min 0.622